JPS56138171A - Preparation of n- substituted methylene tryptophan ester - Google Patents
Preparation of n- substituted methylene tryptophan esterInfo
- Publication number
- JPS56138171A JPS56138171A JP4047080A JP4047080A JPS56138171A JP S56138171 A JPS56138171 A JP S56138171A JP 4047080 A JP4047080 A JP 4047080A JP 4047080 A JP4047080 A JP 4047080A JP S56138171 A JPS56138171 A JP S56138171A
- Authority
- JP
- Japan
- Prior art keywords
- ion
- substituted methylene
- tryptophan
- ester
- formula
- 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.)
- Pending
Links
Landscapes
- Indole Compounds (AREA)
Abstract
PURPOSE: To obtain the titled compound which is an intermediate for tryptophan in high yiled under mild conditions, by reacting an N-(substituted methylene)glycine ester with a (3-indolylmethyl)trialkylammonium salt as raw materials.
CONSTITUTION: An N-(substituted methylene)glycine ester of formula I [R1 and R2 are H, alkyl, (un)substituted aryl or (non)cyclic thioketal residue; R3 is ester residue] is reacted with a (3-indolylmethyl)trialkylammonium salt of formula II (R4, R5 and R6 are alkyl; X- is halide ion, sulfate ion, alkylsulfate ion, hydrogensulfate ion, hydroxyl ion, etc.) to give an N-(substituted methylene)tryptophan ester of formula III. The raw materials of formulas I and II are readily obtained in high yield. The reaction is preferably carried out in a homogeneous solvent and between two phases of solvents. The compound of formula III is hydrolyzed to afford tryptophan readily.
COPYRIGHT: (C)1981,JPO&Japio
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP4047080A JPS56138171A (en) | 1980-03-31 | 1980-03-31 | Preparation of n- substituted methylene tryptophan ester |
US06/247,938 US4399289A (en) | 1980-03-31 | 1981-03-26 | 2-Diphenylmethyleneamino-3-indolylpropionitrile and alkyl esters of 2-diphenylmethylene-amino-3-indolylpropionic acid |
EP81301347A EP0037271B1 (en) | 1980-03-31 | 1981-03-27 | Indole derivatives and process for preparing the same |
DE8181301347T DE3161925D1 (en) | 1980-03-31 | 1981-03-27 | Indole derivatives and process for preparing the same |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP4047080A JPS56138171A (en) | 1980-03-31 | 1980-03-31 | Preparation of n- substituted methylene tryptophan ester |
Publications (1)
Publication Number | Publication Date |
---|---|
JPS56138171A true JPS56138171A (en) | 1981-10-28 |
Family
ID=12581516
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP4047080A Pending JPS56138171A (en) | 1980-03-31 | 1980-03-31 | Preparation of n- substituted methylene tryptophan ester |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS56138171A (en) |
-
1980
- 1980-03-31 JP JP4047080A patent/JPS56138171A/en active Pending
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