✦ LIBER ✦

The synthesis of 14C-labeled N-carbonylbenzyloxyphenylalanine methylorthoester

✍ Scribed by Curtis R. Partington; Mathias P. Mertes

Publisher: John Wiley and Sons
Year: 1978
Tongue: French
Weight: 258 KB
Volume: 14
Category: Article
ISSN: 0022-2135
DOI: 10.1002/jlcr.2580140210

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✦ Synopsis

Abstract

Phenylpropionitrile‐1‐^14^C was prepared by the reaction of potassium cyanide‐^14^C with phenethyl chloride. Conversion of the nitrile to methylphenyl‐propioimidate‐1‐^14^C hydrochloride, chlorination with Cl~2~ in NaOCl to produce methyl N‐chlorophenylpropioimidate‐1‐^14^ C, followed by treatment with sodium methoxide produced phenylalanine methylorthoester‐1‐^14^C. Treatment of the amine with n‐butyllithium followed by addition of benzylchloroformate produced N‐carbonylbenzyloxy‐phenylalanine methylorthoester‐1‐^14^C.

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