CN102766060A - Preparation method of D-lysine hydrochloride - Google Patents
Preparation method of D-lysine hydrochloride Download PDFInfo
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Abstract
The invention belongs to the field of organic chemistry, and specifically relates to a preparation method of D-lysine hydrochloride. The technical problem to be solved by the invention is providing the preparation method of D-lysine hydrochloride with higher yield. The technical scheme for solving the technical problem is that the preparation method of D-lysine hydrochloride comprises the following steps: a, splitting; b, desalting; and c, refining. The method provided by the invention is suitable for industrial production; the yield is high; and the EE (enantiomeric excess) value of prepared D-lysine hydrochloride is as high as 99.7%.
Description
Technical field
The invention belongs to organic chemistry filed, be specifically related to the preparation method of D-lysine hydrochloride.
Background technology
D-lysine hydrochloride (D-Lysine hydrochloride), Cas:7274-88-6, molecular formula: C
6H
14N
2O
2HCl, molecular weight: 182.65 molecular structural formulas
Proterties: white crystalline powder, fusing point: 266 ℃, specific rotatory power :-20.0 °～-21.5 ° (C=8,6N HCL), and be insoluble in pure and mild ether, almost tasteless, water-soluble: 65g/100ml (20 ℃).D-Methionin is nonprotein amino acid.One or several L-type amino acid in the small peptide is replaced D-type amino acid, and the biological function difference of new small peptide of gained and former small peptide is very big or characteristic is totally different; Assorted in the amino acids microbiotic with D-type amino acid, because of being difficult to by unlikely the developing immunity to drugs of bacterial enzyme degraded; D-Methionin is one of most important amino acid, is mainly used in food, medicine.
Because biological chiral recognition, the preparation of D-lysine hydrochloride is difficult to use microbe fermentation method, can not use extraction method, and main path is obtained by L lysine HCL racemize, fractionation.The optical resolution of racemic modification, most economical way are the preferential crystallization methods, because this method need not used other materials; Other forms (protection that promptly need not carry out functional group changes amino acid whose character, the purpose that obtains splitting) that also do not need conversion amino acid fat, but this method operability is not strong; Be not suitable for suitability for industrialized production; Product yield is low, and chirality content does not reach the specification of quality of chipal compounds, so the application of this method is restricted.
Summary of the invention
The technical problem that the present invention will solve provides a kind of preparation method of D-lysine hydrochloride, and this method is suitable for suitability for industrialized production, and the D-lysine hydrochloride yield of preparation is high, and chirality content is high.
The technical scheme of technical solution problem of the present invention is: the preparation method of D-lysine hydrochloride comprises the steps:
A, fractionation: the DL-lysine hydrochloride is removed hydrochloric acid, soluble in water, add L-(-)-camphorsulfonic acid; Be warming up to 80 ~ 90 ℃, dissolving postcooling to 5 ~ 10 ℃ let L-(-)-camphorsulfonic acid-D-lysine salt separate out; The separate solid material; 70 ~ 80% ethanol clean solid matter, remove washing lotion, get L-(-)-camphorsulfonic acid-D-lysine salt;
B, desalination: L-(-)-camphorsulfonic acid-D-lysine salt that step b obtains is soluble in water, remove L-(-)-camphorsulfonic acid, concentrate, get D-Methionin liquid concentrator;
C, refining: the D-Methionin liquid concentrator use hydrochloric acid accent pH that step c is obtained is 3 ~ 4, decolouring, and crystallization promptly gets the D-lysine hydrochloride.
Wherein, the mass ratio of step a Zhong Shui ︰ L-(-)-Zhang brain Huang Suan ︰ DL-lysine hydrochloride is 6 ~ 7 ︰, 0.7 ~ 0.8 ︰ 0.9 ~ 1.
Wherein, the synthetic L lysine HCL that comprises the steps: of DL-Methionin is dissolved in the glacial acetic acid among the step a, adds salicylic aldehyde and makes catalyzer, is incubated 95 ~ 105 ℃, and back flow reaction 6 ~ 8h is cooled to room temperature, and is centrifugal, and oven dry gets the DL-lysine hydrochloride.
Further, the mass ratio of L-lysine salt hydrochlorate ︰ ice second acid ︰ salicylic aldehyde is 1 ~ 1.1 ︰, 5 ~ 6 ︰ 0.1 ~ 0.15.
Further, described L lysine HCL purity is greater than 97%, and moisture is less than 5%.
Adopt Hydrogen 732 resin cation(R.C.) adsorbing and removing hydrochloric acid when wherein, the DL-lysine hydrochloride removes hydrochloric acid among the step a.
Wherein, L-(-) among the step b-camphorsulfonic acid-mass ratio of ， Shui ︰ D-Methionin-L-(-)-camphorsulfonic acid was 2 ~ 3 ︰ 1 ~ 1.5 when the D-lysine salt was soluble in water.
Wherein, decolouring comprises the steps: that with transferring pH be that D-Methionin liquid concentrator after 3 ~ 4 is warming up to 45 ~ 55 ℃ among the step c, adds 3 ~ 5% acid activated carbon, and insulation 0.5 ~ 1h filters and removes activated carbon.
The inventive method is suitable for industrial production, and with low cost, for the production of D-lysine hydrochloride provides new high-efficiency method for producing.The yield of the D-lysine hydrochloride that employing the inventive method prepares is high, and the EE value can reach 99.7%, can reach the specification of quality in market.
Embodiment
The preparation method of D-lysine hydrochloride comprises the steps: among the present invention
A, fractionation: the DL-lysine hydrochloride is removed hydrochloric acid, soluble in water, add L-(-)-camphorsulfonic acid; Be warming up to 80 ~ 90 ℃, dissolving postcooling to 5 ~ 10 ℃ let L-(-)-camphorsulfonic acid-D-lysine salt separate out; The separate solid material; 70 ~ 80% ethanol clean solid matter, remove washing lotion, get L-(-)-camphorsulfonic acid-D-lysine salt;
B, desalination: L-(-)-camphorsulfonic acid-D-lysine salt that step b obtains is soluble in water, remove L-(-)-camphorsulfonic acid, concentrate, get D-Methionin liquid concentrator;
C, refining: the D-Methionin liquid concentrator use hydrochloric acid accent pH that step c is obtained is 3 ~ 4, decolouring, and crystallization promptly gets the D-lysine hydrochloride.
Wherein, the mass ratio of step a Zhong Shui ︰ L-(-)-Zhang brain Huang Suan ︰ DL-lysine hydrochloride is 6 ~ 7 ︰, 0.7 ~ 0.8 ︰ 0.9 ~ 1.
Wherein, the synthetic L lysine HCL that comprises the steps: of DL-Methionin is dissolved in the glacial acetic acid among the step a, adds salicylic aldehyde and makes catalyzer, is incubated 95 ~ 105 ℃, and back flow reaction 6 ~ 8h is cooled to room temperature, and is centrifugal, and oven dry gets the DL-lysine hydrochloride.
Further, the mass ratio of L-lysine salt hydrochlorate ︰ ice second acid ︰ salicylic aldehyde is 1 ~ 1.1 ︰, 5 ~ 6 ︰ 0.1 ~ 0.15.
Further, described L lysine HCL purity is greater than 97%, and moisture is less than 5%.
Adopt Hydrogen 732 resin cation(R.C.) adsorbing and removing hydrochloric acid when wherein, the DL-lysine hydrochloride removes hydrochloric acid among the step a.
Wherein, L-(-) among the step b-camphorsulfonic acid-mass ratio of ， Shui ︰ D-Methionin-L-(-)-camphorsulfonic acid was 2 ~ 3 ︰ 1 ~ 1.5 when the D-lysine salt was soluble in water.
Wherein, decolouring comprises the steps: that with transferring pH be that D-Methionin liquid concentrator after 3 ~ 4 is warming up to 45 ~ 55 ℃ among the step c, adds 3 ~ 5% acid activated carbon, and insulation 0.5 ~ 1h filters and removes activated carbon.
Among the present invention, Methionin is a kind of basic aminoacids, and the inventor thinks can adopt chemical resolution method, that is: make Methionin and chiral acid generate diastereoisomeric salt, and the dissolubility difference that utilizes diastereoisomeric salt is with it separation.Therefore, the inventor once attempted adopting chiral acid and Methionin to generate diastereoisomeric salt, for example: D-tartrate, racemic melic acid, o-Chloromelic acid, optically active Hydrocerol A, oxysuccinic acid, and acidic amino acid aspartic acid, L-glutamic acid.But all do not get a desired effect; Perhaps salify can not obtain crystal (for example: racemic melic acid, aspartic acid, oxysuccinic acid); Or the crystal that obtains segments from effect bad (for example: D-tartrate, o-Chloromelic acid) very much, the purpose that can not get splitting or split undesirable.The inventor chances on the hydrogen salt that adopts L-(-)-camphorsulfonic acid and the production of D-Methionin in experimentation repeatedly, its solubleness less than with the solubleness of the formed salt of L-Methionin, and salifiable performance is good, convenient separation.
Among the present invention, during fractionation the DL-lysine hydrochloride is removed hydrochloric acid, soluble in water, add water and not only can let DL-Methionin dissolving, what of the water yield also can influence quality product quality and yield.If the amount of water is too much, the amount of separating out of L-(-)-camphorsulfonic acid-D-lysine salt will reduce, and the very few excessive concentration L-lysine salt of the amount of water also has part and separates out in the lump.Discover that through the inventor mass ratio of control Shui ︰ L-(-)-Zhang brain Huang Suan ︰ DL-lysine hydrochloride is 6 ~ 7 ︰, 0.7 ~ 0.8 ︰ 0.9 ~ 1, can guarantee effective than separating out of L-(-)-camphorsulfonic acid-D-lysine salt.
Among the present invention, being warming up to 80 ~ 90 ℃ during fractionation is in order to quicken the dissolving of L-(-)-camphorsulfonic acid; Dissolving postcooling to 5 ~ 10 ℃ can make L-(-)-camphorsulfonic acid-D-lysine salt separate out fully, and temperature is lower than 5 ℃ and has the L-lysine salt and separate out, and the effect of influence fractionation is higher than 10 ℃ of L-(-)-camphorsulfonic acid-D-lysine salt and separates out the incomplete yield that influences.
The purity of L lysine HCL is high more among the present invention, and moisture content is few more, and the quality of target product is good more.Discover that through the contriver purity of L lysine HCL is greater than 97%, moisture both can satisfy processing requirement less than 5%, can effectively reduce cost again.
Among the present invention, the separate solid material can adopt whizzer to dry or the method for decompress filter is removed liquid, obtains solid matter.The decolouring that do not heat up of the general gac that adopts of decolouring, the consumption that can also strengthen activated carbon, but effect is not as the intensification good decolorizing effect, and the consumption of increasing activated carbon has also just increased cost.Crystallization can be adopted stationary crystallization and dynamic crystallization.Adopt the crystallization of stationary crystallization product very irregular, have to separate out particle very big, make troubles to follow-up work, influence the outward appearance of product to a great extent.Adopt dynamic crystallization among the present invention, the products obtained therefrom crystalline particle is even, and the outward appearance crystalline form is fine.Removing the simplest method of hydrochloric acid is the alkali neutralisation, but the shortcoming of this method is the bad control of process, the hydrochloric acid neutralization not thoroughly or alkali excessive, final influence splits effect, therefore adopts Hydrogen 732 resin cation(R.C.)s, is easy to control, neutralization is good.
Embodiment 1 the inventive method prepares the D-lysine hydrochloride
The preparation of DL-Methionin:
Glacial acetic acid 1000kg is added in the reaction kettle, L lysine HCL 200kg, and salicylic aldehyde 20kg, the 95 ℃ of back flow reaction 8h that heat up, cool to room temperature, centrifugal, oven dry gets DL-lysine hydrochloride 194kg, yield 97%; With gained DL-lysine hydrochloride 194kg; With the 500kg water dissolution after after the Hydrogen 732 resin cation(R.C.) adsorbing and removing hydrochloric acid; Washing post to effluent with clear water does not have cl ions, uses the ammoniacal liquor 1500L wash-out of concentration as 2N then, collects liquid and overflows through being concentrated into no ammonia; The volume of liquid concentrator is at 900 ~ 1000L, and wherein DL-Methionin accounts for about 20% of TV.
Split:
Liquid concentrator among the step a is added water mend to 1500L, be warming up to 80 ℃ and add resolving agent L-(-)-camphorsulfonic acid 150kg, cool to 10 ℃ after waiting to dissolve, centrifugal, solid stirs with 75% ethanol and washes twice, and centrifugal dewatering gets L-(-)-camphorsulfonic acid D-lysine salt 170kg again.
Desalination:
To go up step gained L-(-)-camphorsulfonic acid-D-lysine salt and add water 300kg; Adding hydrochloric acid accent pH is 0.5 ~ 1.5; Through Hydrogen 732 resin cation(R.C.)s, with most L-(-)-camphorsulfonic acid of washing, use then concentration as the ammoniacal liquor 1000L wash-out of 2N by the D-Methionin of resin absorption.
Refining:
The D-lysine solution of collecting is concentrated except that behind the ammonia, and using hydrochloric acid to transfer pH is 3.5, and heating up 50 ℃ adds the 2kg activated carbon decolorizing, insulation 1h; Filter, filtrate decompression is concentrated into liquid level and crystallization occurs, stirs cooling; Filter, get solid, and in 100 ℃ of oven dry; Promptly get D-lysine hydrochloride 55kg, total recovery (the D-lysine hydrochloride accounts for the mass percent of L lysine HCL, i.e. 55kg ÷ 200kg=27.5%) 27.5%.Product is a white crystalline powder, 266 ℃ of fusing points, specific rotatory power-21.4 ° (C=8; 6NHCL); Ir spectra meets, content 99.2% (the total content per-cent of D-lysine hydrochloride and L lysine HCL in the crystal powder), and the EE value is (with the degree of two kinds of configurations of HPLC chiral column comparison and detection; Deduct the content of another enantiomorph then, calculate the EE value then) 99.7%.
Embodiment 2 the inventive method prepare the D-lysine hydrochloride
The preparation of DL-Methionin:
Glacial acetic acid 1000kg is added in the reaction kettle, L lysine HCL 200kg, and salicylic aldehyde 20kg, the 100 ℃ of back flow reaction 7h that heat up, cool to room temperature, centrifugal, oven dry gets DL-lysine hydrochloride 190kg, yield 95%; With gained DL-lysine hydrochloride 190kg; With the 500kg water dissolution after after the Hydrogen 732 resin cation(R.C.) adsorbing and removing hydrochloric acid; Washing post to effluent with clear water does not have cl ions, uses the ammoniacal liquor 1500L wash-out of concentration as 2N then, collects liquid and overflows through being concentrated into no ammonia; The about 900 ~ 1000L of volume after concentrating, wherein DL-Methionin accounts for about 20% of TV.
Split:
Liquid concentrator among the step a is added water mend to 1500L, be warming up to 85 ℃ and add resolving agent L-(-)-camphorsulfonic acid 150kg, cool to 8 ℃ after waiting to dissolve, centrifugal, solid stirs with 75% ethanol and washes twice, and centrifugal dewatering gets L-(-)-camphorsulfonic acid-D-lysine salt 170kg again.
Desalination:
To go up step gained L-(-)-camphorsulfonic acid-D-lysine salt and add water 300kg; Adding hydrochloric acid accent pH is 0.5 ~ 1.5; Through Hydrogen 732 resin cation(R.C.)s, with most L-(-)-camphorsulfonic acid of washing, use then concentration as the ammoniacal liquor 1000L wash-out of 2N by the D-Methionin of resin absorption.
Refining:
The D-lysine solution of collecting is concentrated except that behind the ammonia, and using hydrochloric acid to transfer pH is about 3.5, and heating up 50 ℃ adds the 2kg activated carbon decolorizing; Insulation 1h filters, and filtrate decompression is concentrated into liquid level and crystallization occurs; Stir cooling, filter, get solid; And in 100 ℃ of oven dry, promptly get D-lysine hydrochloride 52kg, total recovery 26% (the D-lysine hydrochloride accounts for the mass percent of L lysine HCL); Product is a white crystalline powder, 265 ℃ of fusing points, and specific rotatory power-21.2 ° (C=8,6N HCL), ir spectra meets, content 99%, EE value 99.3%.
Embodiment 3 the inventive method prepare the D-lysine hydrochloride
The preparation of DL-Methionin:
Glacial acetic acid 1000kg is added in the reaction kettle, L lysine HCL 200kg, and salicylic aldehyde 20kg, the 105 ℃ of back flow reaction 6h that heat up, cool to room temperature, centrifugal, oven dry gets DL-lysine hydrochloride 193kg, yield 96.5%; With gained DL-lysine hydrochloride 193kg; With the 500kg water dissolution after after the Hydrogen 732 resin cation(R.C.) adsorbing and removing hydrochloric acid; Washing post to effluent with clear water does not have cl ions, uses the ammoniacal liquor 1500L wash-out of concentration as 2N then, collects liquid and overflows through being concentrated into no ammonia; The about 900 ~ 1000L of volume after concentrating, wherein DL-Methionin accounts for about 20% of TV.
Split:
Liquid concentrator among the step a is added water mend to 1500L, be warming up to 90 ℃ and add resolving agent L-(-)-camphorsulfonic acid 150kg, cool to 5 ℃ after waiting to dissolve, centrifugal, solid stirs with 75% ethanol and washes twice, and centrifugal dewatering gets L-(-)-camphorsulfonic acid D-lysine salt 170kg again.
Desalination:
To go up step gained L-(-)-camphorsulfonic acid-D-lysine salt and add water 300kg; Adding hydrochloric acid accent pH is 0.5 ~ 1.5; Through Hydrogen 732 resin cation(R.C.)s, with most L-(-)-camphorsulfonic acid of washing, use then concentration as the ammoniacal liquor 1000L wash-out of 2N by the D-Methionin of resin absorption.
Refining:
The D-lysine solution of collecting is concentrated except that behind the ammonia, and using hydrochloric acid to transfer pH is about 3.5, and heating up 50 ℃ adds the 2kg activated carbon decolorizing; Insulation 1h filters, and filtrate decompression is concentrated into liquid level and crystallization occurs; Stir cooling, filter, get solid; And in 100 ℃ of oven dry, promptly get D-lysine hydrochloride 56kg, total recovery (the D-lysine hydrochloride accounts for the mass percent of L lysine HCL): 28%; Product is a white crystalline powder, 266 ℃ of fusing points, and specific rotatory power-20.4 ° (C=8,6N HCL), ir spectra meets, content 99%, EE value 98.2%.
Embodiment 4 uses different resolving agents to prepare the D-lysine hydrochloride
The preparation of DL-Methionin:
Glacial acetic acid 1000kg is added in the reaction kettle, L lysine HCL 200kg, and salicylic aldehyde 20kg, 105 ℃ of back flow reaction 6h heat up; Cool to room temperature, centrifugal, oven dry gets DL-lysine hydrochloride 193kg; Product need not be further purified, and can directly be used for next step reaction, yield 96.5%; With gained DL-lysine hydrochloride 194kg; With the 500kg water dissolution after after the Hydrogen 732 resin cation(R.C.) adsorbing and removing hydrochloric acid; Wash post to effluent with clear water and do not have cl ions; Use the ammoniacal liquor 1500L wash-out of concentration as 2N then, collect liquid and overflow the about 900 ~ 1000L of volume after concentrating through being concentrated into no ammonia, wherein DL-Methionin accounts for about 20% of TV.
Split:
Liquid concentrator among the step a is added water mend to 1000L, be warming up to 90 ℃ and add resolving agent L-o-Chloromelic acid 120kg, cool to 5 ℃ after waiting to dissolve, centrifugal, solid stirs with 75% ethanol and washes twice, and centrifugal dewatering gets L-o-Chloromelic acid-D-lysine salt 99kg again.
Desalination:
To go up a step gained L-o-Chloromelic acid-D-lysine salt and add water 300kg, adding hydrochloric acid, to transfer pH be 0.5 ~ 1.5, through Hydrogen 732 resin cation(R.C.)s, with washing L-o-Chloromelic acid to the greatest extent, use then concentration as the ammoniacal liquor wash-out of 2N by the D-Methionin of resin absorption.
Refining:
The D-lysine solution of collecting is concentrated except that behind the ammonia, and using hydrochloric acid to transfer pH is about 3.5, and heating up 50 ℃ adds the 2kg activated carbon decolorizing, and insulation 1h filters; Filtrate decompression is concentrated into liquid level and crystallization occurs, stirs cooling, filters, and gets solid, and in 100 ℃ of oven dry; Promptly get D-lysine hydrochloride 45kg, total recovery 22%, product is a white crystalline powder, 264 ℃ of fusing points, specific rotatory power-19 ° (C=8; 6N HCL), ir spectra meets, content 98.9%, EE value 93.4%.
Embodiment 5 existing methods
[1]Preparation D-lysine hydrochloride
Get the DL-lysine hydrochloride
[2]500g washes post to effluent with aquae destillata and does not have cl ions after Hydrogen 732 resin cation(R.C.) adsorbing and removing hydrochloric acid, with 2N ammoniacal liquor wash-out, collects liquid and removes ammonia through evaporation, and it is for use to be concentrated into 1000mL; In liquid concentrator, add D-tartrate 450g, heat 60 ℃ of dissolvings, at room temperature place after the cooling and spend the night, filter, filter cake is used 85% washing with alcohol, and centrifugal dewatering gets bullion crystallization 260g again; The bullion crystallization is stirred with 60% ethanol 1000mL and is washed 2 times, gets D-Methionin-D-tartrate 140g behind the filtering drying; Add the 1000mL water dissolution,,, use 2N ammoniacal liquor wash-out then by the D-Methionin of resin absorption with the most D-tartrate of distillation washing through the Hydrogen cationic exchange coloum; The D-lysine solution evaporation of collecting except that behind the ammonia, is transferred about pH to 5.5 with hydrochloric acid, add activated carbon decolorizing, filter, filtrating is concentrated into liquid level and crystallization occurs, stirs and cools off, and filters and obtains crystallization, and in 120 ℃ of oven dry, promptly get D-lysine hydrochloride finished product 68g.Yield 13.6%, content 99.1%, EE value 97.8%.
Yield and EE value that the inventive method prepares the D-lysine hydrochloride all are greatly improved than existing methods.In the production of chipal compounds, the EE value reaches after 98% to improve again and is suitable difficulty, and when adopting the inventive method to prepare the D-lysine hydrochloride, the EE value has improved 1.5%, reaches 99.7%, and chiral purity is greatly improved.Therefore, explain that the inventive method has broad application prospects.
Reference
[1] development of Liao Xiao wall .D-lysine hydrochloride, amino acid and Biological resources, 1999,21 (3): 30 ~ 31.
[2] Cao Wengen etc. amino acid and Biological resources, 1995,17 (2): 47.
Claims (8)
1.D-the preparation method of lysine hydrochloride is characterized in that: comprise the steps:
A, fractionation: the DL-lysine hydrochloride is removed hydrochloric acid, soluble in water, add L-(-)-camphorsulfonic acid; Be warming up to 80 ~ 90 ℃, dissolving postcooling to 5 ~ 10 ℃ let L-(-)-camphorsulfonic acid-D-lysine salt separate out; The separate solid material; 70 ~ 80% ethanol clean solid matter, remove washing lotion, get L-(-)-camphorsulfonic acid-D-lysine salt;
B, desalination: L-(-)-camphorsulfonic acid-D-lysine salt that step b obtains is soluble in water, remove L-(-)-camphorsulfonic acid, concentrate, get D-Methionin liquid concentrator;
C, refining: the D-Methionin liquid concentrator use hydrochloric acid accent pH that step c is obtained is 3 ~ 4, decolouring, and crystallization promptly gets the D-lysine hydrochloride.
2. the preparation method of D-lysine hydrochloride according to claim 1 is characterized in that: the mass ratio of step a Zhong Shui ︰ L-(-)-Zhang brain Huang Suan ︰ DL-lysine hydrochloride is 6 ~ 7 ︰, 0.7 ~ 0.8 ︰ 0.9 ~ 1.
3. the preparation method of D-lysine hydrochloride according to claim 1 and 2 is characterized in that: the synthetic L lysine HCL that comprises the steps: of DL-lysine hydrochloride is dissolved in the glacial acetic acid among the step a, adds salicylic aldehyde and makes catalyzer; Be incubated 95 ~ 105 ℃; Back flow reaction 6 ~ 8h is cooled to room temperature, and is centrifugal; Oven dry gets the DL-lysine hydrochloride.
4. the preparation method of D-lysine hydrochloride according to claim 3 is characterized in that: the mass ratio of L-lysine salt hydrochlorate ︰ ice second acid ︰ salicylic aldehyde is 1 ~ 1.1 ︰, 5 ~ 6 ︰ 0.1 ~ 0.15.
5. according to the preparation method of claim 3 or 4 described D-lysine hydrochlorides, it is characterized in that: described L lysine HCL purity is greater than 97%, and moisture is less than 5%.
6. according to the preparation method of each described D-lysine hydrochloride of claim 3 ~ 5, it is characterized in that: adopt Hydrogen 732 resin cation(R.C.) adsorbing and removing hydrochloric acid when the DL-lysine hydrochloride removes hydrochloric acid among the step a.
7. according to the preparation method of each described D-lysine hydrochloride of claim 1 ~ 6, it is characterized in that: L-(-) among the step b-camphorsulfonic acid-mass ratio of ， Shui ︰ D-Methionin-L-(-)-camphorsulfonic acid was 2 ~ 3 ︰ 1 ~ 1.5 when the D-lysine salt was soluble in water.
8. according to the preparation method of each described D-lysine hydrochloride of claim 1 ~ 7; It is characterized in that: decolouring comprises the steps: that with transferring pH be that D-Methionin liquid concentrator after 3 ~ 4 is warming up to 45 ~ 55 ℃ among the step c; Add 3 ~ 5% acid activated carbon; Insulation 0.5 ~ 1h filters and removes activated carbon.
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| CN105646255A (en) * | 2016-02-18 | 2016-06-08 | 国药集团化学试剂有限公司 | Method for preparing L-serine with chiral separation method |
| CN106366011A (en) * | 2016-08-25 | 2017-02-01 | 国药集团化学试剂有限公司 | Preparation method of L-alanine |
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