JPS6148496B2 - - Google Patents
Info
- Publication number
- JPS6148496B2 JPS6148496B2 JP1165678A JP1165678A JPS6148496B2 JP S6148496 B2 JPS6148496 B2 JP S6148496B2 JP 1165678 A JP1165678 A JP 1165678A JP 1165678 A JP1165678 A JP 1165678A JP S6148496 B2 JPS6148496 B2 JP S6148496B2
- Authority
- JP
- Japan
- Prior art keywords
- penicillamine
- isopropylidenepenicillamine
- acetone
- crude
- acid
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 229960001639 penicillamine Drugs 0.000 claims description 25
- VVNCNSJFMMFHPL-VKHMYHEASA-N D-penicillamine Chemical compound CC(C)(S)[C@@H](N)C(O)=O VVNCNSJFMMFHPL-VKHMYHEASA-N 0.000 claims description 21
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 20
- 150000007524 organic acids Chemical class 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 6
- 230000003301 hydrolyzing effect Effects 0.000 claims 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 15
- POYPKGFSZHXASD-WDSKDSINSA-N D-penicillamine disulfide Chemical compound OC(=O)[C@H](N)C(C)(C)SSC(C)(C)[C@@H](N)C(O)=O POYPKGFSZHXASD-WDSKDSINSA-N 0.000 description 8
- 239000013078 crystal Substances 0.000 description 6
- 239000007788 liquid Substances 0.000 description 5
- 238000010992 reflux Methods 0.000 description 5
- LJRDOKAZOAKLDU-UDXJMMFXSA-N (2s,3s,4r,5r,6r)-5-amino-2-(aminomethyl)-6-[(2r,3s,4r,5s)-5-[(1r,2r,3s,5r,6s)-3,5-diamino-2-[(2s,3r,4r,5s,6r)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-hydroxycyclohexyl]oxy-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxyoxane-3,4-diol;sulfuric ac Chemical compound OS(O)(=O)=O.N[C@@H]1[C@@H](O)[C@H](O)[C@H](CN)O[C@@H]1O[C@H]1[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](N)C[C@@H](N)[C@@H]2O)O[C@@H]2[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O2)N)O[C@@H]1CO LJRDOKAZOAKLDU-UDXJMMFXSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 239000012535 impurity Substances 0.000 description 4
- 238000001816 cooling Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- CZDHUFYOXKHLME-DFWYDOINSA-N (2s)-2-amino-3-methyl-3-sulfanylbutanoic acid;hydrochloride Chemical compound Cl.CC(C)(S)[C@@H](N)C(O)=O CZDHUFYOXKHLME-DFWYDOINSA-N 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 238000011403 purification operation Methods 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
Landscapes
- Thiazole And Isothizaole Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP1165678A JPS54106488A (en) | 1978-02-04 | 1978-02-04 | Purification for d-penicillamine |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP1165678A JPS54106488A (en) | 1978-02-04 | 1978-02-04 | Purification for d-penicillamine |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS54106488A JPS54106488A (en) | 1979-08-21 |
JPS6148496B2 true JPS6148496B2 (fr) | 1986-10-24 |
Family
ID=11784001
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP1165678A Granted JPS54106488A (en) | 1978-02-04 | 1978-02-04 | Purification for d-penicillamine |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS54106488A (fr) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2002348282A (ja) * | 2001-05-28 | 2002-12-04 | Mitsubishi Gas Chem Co Inc | 1,3−チアゾリジン−4−カルボン酸アミドの製造方法 |
JP4735263B2 (ja) * | 2003-11-18 | 2011-07-27 | 三菱瓦斯化学株式会社 | 光学活性2−アルキルシステインの製造方法、並びにその誘導体及び製造方法 |
WO2008157151A1 (fr) * | 2007-06-19 | 2008-12-24 | Huntsman Petrochemical Corporation | Procédé de séparation d'amines et catalyseurs de type amines réactives pour mousse de polyuréthane |
CN108164444B (zh) * | 2018-01-04 | 2019-09-06 | 浙江东邦药业有限公司 | 一种d-青霉胺的精制方法 |
-
1978
- 1978-02-04 JP JP1165678A patent/JPS54106488A/ja active Granted
Also Published As
Publication number | Publication date |
---|---|
JPS54106488A (en) | 1979-08-21 |
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