GB1011650A - L-(-)-ª‡-methyl-ª‰-(3,4-dihydroxy-phenyl)-alanine - Google Patents
L-(-)-ª‡-methyl-ª‰-(3,4-dihydroxy-phenyl)-alanineInfo
- Publication number
- GB1011650A GB1011650A GB30491/64A GB3049164A GB1011650A GB 1011650 A GB1011650 A GB 1011650A GB 30491/64 A GB30491/64 A GB 30491/64A GB 3049164 A GB3049164 A GB 3049164A GB 1011650 A GB1011650 A GB 1011650A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dimethoxy
- amino
- propionitrile
- benzyl
- alanine
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
L - (-) - a - Methyl - b - (3,4 - dihydroxyphenyl) -alanine is prepared by reacting 3,4-dimethoxy-phenyl-acetone, an alkali metal cyanide and an ammonium salt in a concentrated aqueous solution of ammonia, reacting the D,L- a - amino - a - (3,4 - dimethoxy - benzyl) - propionitrile obtained with D-tartaric acid at a temperature of 0 DEG to 20 DEG C. in aqueous suspension, separating off the precipitated bitartrate of D - a - amino - a - (3,4 - dimethoxy - benzyl)-propionitrile, neutralizing the mother liquor and extracting with an inert organic solvent, treating the extract with a hydrohalic acid to form an L - (x) - a - amino - a - (3,4 - dimethoxybenzyl) - propionitrile hydrohalide and hydrolysing this by boiling with an aqueous hydrohalic acid to L - (-) - a - methyl - b - (3,4 - dihydroxyphenyl) - alanine, the bitartrate of D - a - amino - a - (3,4 - dimethoxy - benzyl) - propionitrile obtained by the optical separation being recemized in a neutral or alkaline medium to D,L - a - amino - a - (3,4 - dimethoxy - benzyl)-propionitrile which is then returned to the separation stage. In a modification of the process the 3,4-dimethoxy-phenyl-acetone is used in the form of its bisulphite adduct and the reaction with the alkali metal cyanide is carried out in the concentrated aqueous solution of ammonia without the use of the ammonium salt.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEB72780A DE1274586B (en) | 1963-07-20 | 1963-07-20 | Process for the preparation of L- (í¬) -ª ‡ -Methyl-ª ‰ - (3, 4-dihydroxyphenyl) -alanine |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1011650A true GB1011650A (en) | 1965-12-01 |
Family
ID=6977589
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB30491/64A Expired GB1011650A (en) | 1963-07-20 | 1964-08-04 | L-(-)-ª‡-methyl-ª‰-(3,4-dihydroxy-phenyl)-alanine |
Country Status (9)
| Country | Link |
|---|---|
| AT (1) | AT250934B (en) |
| BE (1) | BE650702A (en) |
| CH (1) | CH446377A (en) |
| DE (1) | DE1274586B (en) |
| ES (1) | ES302094A1 (en) |
| FI (1) | FI42579B (en) |
| GB (1) | GB1011650A (en) |
| LU (1) | LU46385A1 (en) |
| NL (1) | NL140229B (en) |
-
1963
- 1963-07-20 DE DEB72780A patent/DE1274586B/en active Pending
-
1964
- 1964-06-24 LU LU46385D patent/LU46385A1/xx unknown
- 1964-07-14 ES ES0302094A patent/ES302094A1/en not_active Expired
- 1964-07-17 NL NL646408234A patent/NL140229B/en unknown
- 1964-07-17 FI FI1537/64A patent/FI42579B/fi active
- 1964-07-17 CH CH941564A patent/CH446377A/en unknown
- 1964-07-17 BE BE650702D patent/BE650702A/xx unknown
- 1964-07-17 AT AT617264A patent/AT250934B/en active
- 1964-08-04 GB GB30491/64A patent/GB1011650A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| LU46385A1 (en) | 1972-01-01 |
| CH446377A (en) | 1967-11-15 |
| DE1274586B (en) | 1968-08-08 |
| ES302094A1 (en) | 1965-01-01 |
| BE650702A (en) | 1965-01-18 |
| NL140229B (en) | 1973-11-15 |
| AT250934B (en) | 1966-12-12 |
| FI42579B (en) | 1970-06-01 |
| NL6408234A (en) | 1965-01-21 |
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