GB1078445A - Process for the preparation of l-(-)-ª‡-methyl-ª‰-(3,4-dihydroxy-phenyl)-alanine - Google Patents
Process for the preparation of l-(-)-ª‡-methyl-ª‰-(3,4-dihydroxy-phenyl)-alanineInfo
- Publication number
- GB1078445A GB1078445A GB2760766A GB2760766A GB1078445A GB 1078445 A GB1078445 A GB 1078445A GB 2760766 A GB2760766 A GB 2760766A GB 2760766 A GB2760766 A GB 2760766A GB 1078445 A GB1078445 A GB 1078445A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methyl
- dimethoxyphenyl
- alanine
- sulphonic acid
- alaninamide
- 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-dimethoxyphenyl-acetone or a bisulphite adduct thereof with an alkali metal cyanide and D-(-)-a -methylbenzylamine to give L-(-)-threo - a - (3,4 - dimethoxybenzyl) - a - (N - a -methylbenzylamino)-propionitrile which is partially hydrolysed with concentrated sulphuric acid to give L-(-)-threo-a -methyl-b -(3,4-dimethoxyphenyl - 6 - sulphonic acid) - a - (N - a - methylbenzyl) -alaninamide, followed, in any desired order, by removal of the a -methylbenzyl radical by catalytic hydrogenation, demethylation by hydrolysis, removal of the sulphonic acid group by hydrolysis, and conversion of the amide group into a free carboxylic acid group by hydrolysis. The L - (-) - threo - a - methyl - b - (3,4 - dimethoxyphenyl - 6 - sulphonic acid) - a - (N - a - methylbenzyl) -alaninamide may be converted into L - (-) - a - methyl - b - (3,4 - dimethoxyphenyl - 6 - sulphonic acid) - alaninamide by catalytic hydrogenation. This compound is then converted to L-(-)-a -methyl-b -(3,4-dihydroxyphenyl) -alanine.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEB0082530 | 1965-06-23 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1078445A true GB1078445A (en) | 1967-08-09 |
Family
ID=6981537
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB2760766A Expired GB1078445A (en) | 1965-06-23 | 1966-06-21 | Process for the preparation of l-(-)-ª‡-methyl-ª‰-(3,4-dihydroxy-phenyl)-alanine |
Country Status (12)
Country | Link |
---|---|
AT (1) | AT266094B (en) |
BE (1) | BE682958A (en) |
CH (1) | CH490334A (en) |
DE (1) | DE1493484C3 (en) |
DK (1) | DK111449C (en) |
ES (1) | ES328220A2 (en) |
FI (1) | FI44006C (en) |
FR (1) | FR91409E (en) |
GB (1) | GB1078445A (en) |
LU (1) | LU51385A1 (en) |
NL (1) | NL6608715A (en) |
SE (1) | SE345444B (en) |
-
0
- FR FR91409D patent/FR91409E/fr not_active Expired
-
1965
- 1965-06-23 DE DE19651493484 patent/DE1493484C3/en not_active Expired
-
1966
- 1966-05-04 DK DK228866A patent/DK111449C/en active
- 1966-06-20 FI FI164266A patent/FI44006C/en active
- 1966-06-20 CH CH888666A patent/CH490334A/en unknown
- 1966-06-21 GB GB2760766A patent/GB1078445A/en not_active Expired
- 1966-06-21 ES ES0328220A patent/ES328220A2/en not_active Expired
- 1966-06-22 AT AT595066A patent/AT266094B/en active
- 1966-06-22 BE BE682958D patent/BE682958A/xx unknown
- 1966-06-22 SE SE853566A patent/SE345444B/xx unknown
- 1966-06-22 LU LU51385A patent/LU51385A1/xx unknown
- 1966-06-23 NL NL6608715A patent/NL6608715A/xx unknown
Also Published As
Publication number | Publication date |
---|---|
FI44006C (en) | 1971-08-10 |
DK111449B (en) | 1968-08-26 |
AT266094B (en) | 1968-11-11 |
DK111449C (en) | 1981-11-02 |
FR91409E (en) | 1968-11-08 |
ES328220A2 (en) | 1967-04-01 |
CH490334A (en) | 1970-05-15 |
NL6608715A (en) | 1966-12-27 |
LU51385A1 (en) | 1966-08-22 |
SE345444B (en) | 1972-05-29 |
DE1493484A1 (en) | 1969-04-17 |
FI44006B (en) | 1971-04-30 |
BE682958A (en) | 1966-12-22 |
DE1493484C3 (en) | 1974-01-24 |
DE1493484B2 (en) | 1973-06-14 |
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