SYNTHÈSES D'ACIDES AMINOBUTYRIQUES: II. ACIDES ALKYLAMINO-2 HYDROXY-4 BUTYRIQUES
- 1 October 1962
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 40 (10) , 1960-1964
- https://doi.org/10.1139/v62-301
Abstract
Starting from 2-bromo-4-butyrolactone which was treated with primary amines, five new 2-alkylamino-4-hydroxy-N-alkylbutyramides were obtained in good yields. Acid hydrolysis gave the corresponding lactones, which, when treated with Ba(OH)2, gave the 2-alkylamino-4-hydroxybutyric acids. The new derivatives of homoserine thus prepared are: 2-methylamino-4-hydroxybutyric acid, 2-ethylamino-4-hydroxybutyric acid, 2-propylamino-4-hydroxybutyric acid, 2-butylamino-4-hydroxybutyric acid, and 2-cyclohexylamino-4-hydroxybutyric acid.Some of these amides were easily lactonized in HCl-acetone medium. Two 2-alkylamino-4-chloro-N-alkylbutyramides were also prepared.Keywords
This publication has 2 references indexed in Scilit:
- Synthesis of Selectively Protected Homoserine and α,γ-Diaminobutyric Acid Derivatives1The Journal of Organic Chemistry, 1961
- Synthesis of dl-MethionineJournal of the American Chemical Society, 1945