GB720298A - Preparation of ª‰-indolyl-ª‡-oximinopropionic acid - Google Patents
Preparation of ª‰-indolyl-ª‡-oximinopropionic acidInfo
- Publication number
- GB720298A GB720298A GB3001451A GB3001451A GB720298A GB 720298 A GB720298 A GB 720298A GB 3001451 A GB3001451 A GB 3001451A GB 3001451 A GB3001451 A GB 3001451A GB 720298 A GB720298 A GB 720298A
- Authority
- GB
- United Kingdom
- Prior art keywords
- indolyl
- acid
- methyl
- give
- nitrite
- 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
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/18—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D209/20—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals substituted additionally by nitrogen atoms, e.g. tryptophane
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Indole Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
An ester of a -acyl-b -(3-indolyl)-propionic acid is converted into the a -oxime by treatment with an alkyl nitrite and an alkali alkoxide. The product may be hydrogenated with catalyst to give tryptophan, especially in presence of ammonia. In examples, the ethyl and methyl esters of a -aceto-b -(3-indolyl)-propionic acid are treated with butyl nitrite or amyl nitrite and sodium in alcohol, at -5 DEG to 0 DEG C. to give the a -oxime product, isolated by means of acid; the partly purified oximino acid is hydrogenated in presence of ammonia to give tryptophane. Methyl a -aceto - b - (3 - indolyl) - propionate is obtained by the action of sodium in alcohol and methyl acetoacetate on gramine, followed by methyl sulphate.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB3001451A GB720298A (en) | 1951-12-21 | 1951-12-21 | Preparation of ª‰-indolyl-ª‡-oximinopropionic acid |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB3001451A GB720298A (en) | 1951-12-21 | 1951-12-21 | Preparation of ª‰-indolyl-ª‡-oximinopropionic acid |
Publications (1)
Publication Number | Publication Date |
---|---|
GB720298A true GB720298A (en) | 1954-12-15 |
Family
ID=10300875
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB3001451A Expired GB720298A (en) | 1951-12-21 | 1951-12-21 | Preparation of ª‰-indolyl-ª‡-oximinopropionic acid |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB720298A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2930798A (en) * | 1956-08-03 | 1960-03-29 | Clin Byla Ets | 3-alkanoyl 1-tertiary-amino-alkyl indol oximes and production thereof |
-
1951
- 1951-12-21 GB GB3001451A patent/GB720298A/en not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2930798A (en) * | 1956-08-03 | 1960-03-29 | Clin Byla Ets | 3-alkanoyl 1-tertiary-amino-alkyl indol oximes and production thereof |
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