Conversion of β-chloro-L-alanine to α-carbobenzoxy-DL-diaminopropionic acid
- 1 May 1968
- journal article
- research article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 46 (9) , 1549-1552
- https://doi.org/10.1139/v68-254
Abstract
Several N-acyl-β-chloroalanine esters have been prepared from the ester which was obtained by chlorination of L-cystine diester. Reaction of benzoyl-β-chloro-L-alanine ethyl ester with potassium phthalimide followed by acid hydrolysis yielded DL-diaminopropionic acid. Reaction of carbobenzoxy-β-chloro-L-alanine ethyl ester with potassium phthalimide followed by saponification and mild acid hydrolysis yielded α-carbobenzoxy-DL-diaminopropionic acid. The racemization took place during the amination step.This publication has 3 references indexed in Scilit:
- Sulfonyl Fluorides as Inhibitors of Esterases. II. Formation and Reactions of Phenylmethanesulfonyl α-Chymotrypsin*Biochemistry, 1964
- The Isolation and Characterization of β-N-Oxalyl-L-α,β-Diaminopropionic Acid: A Neurotoxin from the Seeds of Lathyrus sativus*Biochemistry, 1964
- Quantitative studies of the avidity of naturally occurring substances for trace metals. 2. Amino-acids having three ionizing groupsBiochemical Journal, 1952