ES435498A1 - Procedure for the preparation of 1- (3,5-dihydroxypenyl) -1-hydroxy-2- (1-methyl-2- (4-hydroxypenyl) -etil) -aminoethane. (Machine-translation by Google Translate, not legally binding) - Google Patents
Procedure for the preparation of 1- (3,5-dihydroxypenyl) -1-hydroxy-2- (1-methyl-2- (4-hydroxypenyl) -etil) -aminoethane. (Machine-translation by Google Translate, not legally binding)Info
- Publication number
- ES435498A1 ES435498A1 ES435498A ES435498A ES435498A1 ES 435498 A1 ES435498 A1 ES 435498A1 ES 435498 A ES435498 A ES 435498A ES 435498 A ES435498 A ES 435498A ES 435498 A1 ES435498 A1 ES 435498A1
- Authority
- ES
- Spain
- Prior art keywords
- aminoethane
- hydroxy
- methyl
- procedure
- preparation
- 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
- 238000000034 method Methods 0.000 title abstract 5
- 239000007795 chemical reaction product Substances 0.000 abstract 2
- 125000006239 protecting group Chemical group 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 230000008030 elimination Effects 0.000 abstract 1
- 238000003379 elimination reaction Methods 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 229910000033 sodium borohydride Inorganic materials 0.000 abstract 1
- 239000012279 sodium borohydride Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/34—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton containing six-membered aromatic rings
- C07C229/36—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton containing six-membered aromatic rings with at least one amino group and one carboxyl group bound to the same carbon atom of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
- C07C215/46—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
- C07C215/56—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains further substituted by hydroxy groups
- C07C215/58—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains further substituted by hydroxy groups with hydroxy groups and the six-membered aromatic ring, or the condensed ring system containing that ring, bound to the same carbon atom of the carbon chain
- C07C215/60—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains further substituted by hydroxy groups with hydroxy groups and the six-membered aromatic ring, or the condensed ring system containing that ring, bound to the same carbon atom of the carbon chain the chain having two carbon atoms between the amino groups and the six-membered aromatic ring or the condensed ring system containing that ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/07—Optical isomers
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Novel process for the preparation of 1-(3,5-dihydroxyphenyl)-1-hydroxy-2-[1-methyl-2-(4-hydroxyphenyl)-ethy l-aminoethane of the formula I < IMAGE > if appropriate in the form of the diastereomers, and of the corresponding acid addition salts, in which a compound of the formula II < IMAGE > in which R1 denotes an optionally substituted arylmethyl radical and R2 denotes hydrogen or an optionally substituted arylmethyl radical, is reduced with sodium borohydride, and the protective groups are eliminated from the resulting reaction product. Resolution to give the diastereomeric pairs of antipodes can be effected before or after elimination of the protective groups. Compared with the known processes, the novel process is distinguished by the simplicity of the procedure, surprisingly high yields and the purity of the end product.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE2413102A DE2413102C3 (en) | 1974-03-19 | 1974-03-19 | Process for the production of l- (3,5-dihydroxyphenyl) -t-hydroxy-2-square brackets on 1-methyl-2- (4-hydroxyphenyl) -ethyl] -aminoethane |
Publications (1)
Publication Number | Publication Date |
---|---|
ES435498A1 true ES435498A1 (en) | 1976-12-01 |
Family
ID=5910493
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES435498A Expired ES435498A1 (en) | 1974-03-19 | 1975-03-11 | Procedure for the preparation of 1- (3,5-dihydroxypenyl) -1-hydroxy-2- (1-methyl-2- (4-hydroxypenyl) -etil) -aminoethane. (Machine-translation by Google Translate, not legally binding) |
Country Status (13)
Country | Link |
---|---|
JP (1) | JPS50131936A (en) |
AT (1) | AT339884B (en) |
BG (1) | BG27075A3 (en) |
CH (1) | CH607993A5 (en) |
CS (1) | CS181290B2 (en) |
DE (1) | DE2413102C3 (en) |
DK (1) | DK136184C (en) |
ES (1) | ES435498A1 (en) |
FI (1) | FI62528C (en) |
HU (1) | HU169834B (en) |
NO (1) | NO140378C (en) |
SE (1) | SE423091B (en) |
YU (1) | YU37111B (en) |
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5256217A (en) * | 1975-11-01 | 1977-05-09 | Nissan Motor Co Ltd | Exhaust purifying system for internal combustion engine |
IL57673A0 (en) * | 1978-07-03 | 1979-10-31 | Lilly Co Eli | Optically active phenethanolamines and method for increasing cardiac contractility |
CH653322A5 (en) * | 1982-12-01 | 1985-12-31 | Siegfried Ag | METHOD FOR PRODUCING PHENYLETHANOLAMINES. |
US9784726B2 (en) | 2013-01-08 | 2017-10-10 | Atrogi Ab | Screening method, a kit, a method of treatment and a compound for use in a method of treatment |
GB201714736D0 (en) | 2017-09-13 | 2017-10-25 | Atrogi Ab | New compounds and uses |
GB201714734D0 (en) | 2017-09-13 | 2017-10-25 | Atrogi Ab | New compounds and uses |
GB201714740D0 (en) | 2017-09-13 | 2017-10-25 | Atrogi Ab | New compounds and uses |
GB201714745D0 (en) | 2017-09-13 | 2017-10-25 | Atrogi Ab | New compounds and uses |
GB202205895D0 (en) | 2022-04-22 | 2022-06-08 | Atrogi Ab | New medical uses |
-
1974
- 1974-03-19 DE DE2413102A patent/DE2413102C3/en not_active Expired
-
1975
- 1975-02-28 AT AT153975A patent/AT339884B/en not_active IP Right Cessation
- 1975-03-11 ES ES435498A patent/ES435498A1/en not_active Expired
- 1975-03-13 FI FI750725A patent/FI62528C/en not_active IP Right Cessation
- 1975-03-14 CS CS7500001749A patent/CS181290B2/en unknown
- 1975-03-14 CH CH326975A patent/CH607993A5/en not_active IP Right Cessation
- 1975-03-17 HU HUBO1540A patent/HU169834B/hu unknown
- 1975-03-17 BG BG7529327A patent/BG27075A3/xx unknown
- 1975-03-18 DK DK110175A patent/DK136184C/en active
- 1975-03-18 JP JP50032839A patent/JPS50131936A/ja active Pending
- 1975-03-18 SE SE7503083A patent/SE423091B/en unknown
- 1975-03-18 NO NO750922A patent/NO140378C/en unknown
- 1975-03-18 YU YU0673/75A patent/YU37111B/en unknown
Also Published As
Publication number | Publication date |
---|---|
NO750922L (en) | 1975-09-22 |
CS181290B2 (en) | 1978-03-31 |
NO140378B (en) | 1979-05-14 |
BG27075A3 (en) | 1979-08-15 |
FI62528B (en) | 1982-09-30 |
ATA153975A (en) | 1977-03-15 |
DK136184C (en) | 1978-03-20 |
DK110175A (en) | 1975-09-20 |
JPS50131936A (en) | 1975-10-18 |
FI750725A (en) | 1975-09-20 |
YU67375A (en) | 1983-04-27 |
AT339884B (en) | 1977-11-10 |
FI62528C (en) | 1983-01-10 |
NO140378C (en) | 1979-08-22 |
HU169834B (en) | 1977-02-28 |
DE2413102B2 (en) | 1980-01-17 |
DK136184B (en) | 1977-08-29 |
DE2413102A1 (en) | 1975-10-09 |
SE7503083L (en) | 1975-09-22 |
CH607993A5 (en) | 1978-12-15 |
SE423091B (en) | 1982-04-13 |
DE2413102C3 (en) | 1980-09-11 |
YU37111B (en) | 1984-08-31 |
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