Synthèse et amination réductrice de phosphonopyruvates: préparation d'acides amino-2 carboxy-2 alkylphosphoniques (β-phosphonoalanine)
- 15 December 1979
- journal article
- research article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 57 (24) , 3216-3220
- https://doi.org/10.1139/v79-526
Abstract
The reaction of α-copper(I)alkanephosphonates with methyl and ethyl oxalyl chlorides gives methyl or ethyl dialkylphosphonopyruvates which, submitted to reductive amination in ethanol at pH 6–7 with sodium cyanohydridoborate (NaBH3CN) and ammonia, or primary amines, lead to phosphonic amino esters; hydrolysis with diluted HCl gives phosphonic amino acids. These three reactions constitute a general way to β-phosphonoalanine and β-alkyl β-phosphonoalanine.This publication has 0 references indexed in Scilit: