Tetrahedron

New access to racemic β 3-amino acids

M Nejman, A Śliwińska, A Zwierzak

Index: Nejman, Michal; Sliwinska, Anna; Zwierzak, Andrzej Tetrahedron, 2005 , vol. 61, # 35 p. 8536 - 8541

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Citation Number: 21

Abstract

A general simple procedure having the potential for large scale preparations of racemic β3- amino acids has been developed. The procedure involves base-catalyzed Michael-type addition of sodium diethyl malonate to N-Boc-α-amidoalkyl-p-tolyl sulfones in tetrahydrofuran. Hydrolysis of the adducts by refluxing with 6M aqueous hydrochloric acid affords β3-amino acid hydrochlorides in high yield and excellent purity.

~97%

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