GB1069776A - Process for the preparation of 3-(3',4'-dihydroxyphenyl)-2-methyl alanine and of its derivatives - Google Patents
Process for the preparation of 3-(3',4'-dihydroxyphenyl)-2-methyl alanine and of its derivativesInfo
- Publication number
- GB1069776A GB1069776A GB2454964A GB2454964A GB1069776A GB 1069776 A GB1069776 A GB 1069776A GB 2454964 A GB2454964 A GB 2454964A GB 2454964 A GB2454964 A GB 2454964A GB 1069776 A GB1069776 A GB 1069776A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dihydroxyphenyl
- methylalanine
- dimethoxyphenyl
- chloro
- methyl
- 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
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/04—Formation of amino groups in compounds containing carboxyl groups
- C07C227/06—Formation of amino groups in compounds containing carboxyl groups by addition or substitution reactions, without increasing the number of carbon atoms in the carbon skeleton of the acid
- C07C227/08—Formation of amino groups in compounds containing carboxyl groups by addition or substitution reactions, without increasing the number of carbon atoms in the carbon skeleton of the acid by reaction of ammonia or amines with acids containing functional groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention comprises (a) methyl 3-(31,41 -dimethoxyphenyl) - 2 - chloro - 2 - methylpropionate and 3 - (31,41 - dimethoxyphenyl) - 2 - chloro - 2 - methylpropionic acid, and (b) the preparation of 3,(31,41-dihydroxyphenyl)-2 -methylalanine and its acyl derivatives by reacting diazotized 4-aminoveratrole in the presence of cupric chloride in an aqueous or aqueous-organic medium with methyl methacrylate hydrolysing the resulting methyl 3-(31,41 - dimethoxyphenyl) - 2 - chloro - 2 - methyl-propionate and aminating the 3-(31,41-dimethoxyphenyl) - 2 - chloro - 2 - methylpropionic acid obtained to yield 3-(31,41dimethoxyphenyl)-2 -methylalanine, which may then be demethylated to give 3-(31,41-dihydroxyphenyl)-2-methylalanine or, alternatively, may first be N-acylated and the N-acyl-dimethoxy compound then demethylated, and the resulting N-acyldihydroxy compound be acylated to the N,O,O-triacyl derivative. The N,O,O-triazyl derivative may then be deacylated to yield 3-(31,41 -dihydroxyphenyl) - 2 - methylalanine. 3-(31,41-dihydroxyphenyl) -2-methylalanine prepared by these methods is converted, if desired, into an acid addition salt.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
HUEE001022 | 1963-06-13 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1069776A true GB1069776A (en) | 1967-05-24 |
Family
ID=10995156
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB2454964A Expired GB1069776A (en) | 1963-06-13 | 1964-06-12 | Process for the preparation of 3-(3',4'-dihydroxyphenyl)-2-methyl alanine and of its derivatives |
Country Status (4)
Country | Link |
---|---|
AT (1) | AT248422B (en) |
DK (1) | DK111361B (en) |
GB (1) | GB1069776A (en) |
NL (2) | NL6406706A (en) |
-
0
- NL NL125246D patent/NL125246C/xx active
-
1964
- 1964-06-05 AT AT485564A patent/AT248422B/en active
- 1964-06-12 NL NL6406706A patent/NL6406706A/xx unknown
- 1964-06-12 DK DK297164A patent/DK111361B/en unknown
- 1964-06-12 GB GB2454964A patent/GB1069776A/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
NL125246C (en) | |
NL6406706A (en) | 1964-12-14 |
AT248422B (en) | 1966-07-25 |
DE1493619A1 (en) | 1969-06-12 |
DK111361B (en) | 1968-08-05 |
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