✦ LIBER ✦

Synthesis of 6-(D-α-aminophenylacetamido-1-14C)-penicillanic acid

✍ Scribed by U. Valcavi

Publisher: John Wiley and Sons
Year: 1972
Tongue: French
Weight: 227 KB
Volume: 8
Category: Article
ISSN: 0022-2135
DOI: 10.1002/jlcr.2590080417

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✦ Synopsis

Abstract

The synthesis of 6‐(D‐α‐aminophenylacetamido‐1‐^14^C)‐ penicillanic acid (V) is described. Benzaldehyde (I) was converted with sodium cyanide‐^14^C and ammonium chloride into D, L‐α‐aminophenylacetic acid‐1‐^14^C (II), from which the D‐form was separated with D‐camphorsulfonic acid. The D‐α‐aminophenylacetic acid‐1‐^14^C (III) was converted, with ethyl acetoacetate into enaminoderivative (IV), which, by means of reaction with ethyl chlorocarbonate and with triethylammonium salt of 6‐aminopenicillanic acid, gave 6‐(D‐α‐aminophenylacetamido‐1‐^14^C)‐penicillanic acid (V).

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