A practical process for the preparation of azetidine-3-carboxylic acid

…, B Marcune, D Zewge, ZJ Song, S Karady

Index: Miller, Ross A.; Lang, Fengrui; Marcune, Benjamin; Zewge, Daniel; Song, Zhiguo J.; Karady, Sandor Synthetic Communications, 2003 , vol. 33, # 19 p. 3347 - 3353

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Citation Number: 15

Abstract

Abstract A practical and convenient synthesis of azetidine-3-carboxylic acid (1) that proceeded in 55% overall yield from commercially available diethylbis (hydroxymethyl) malonate (3) is reported. Azetidine ring-formation was achieved in high yield by cyclization of bistrifiate of the diol (3) and benzylamine. Decarboxylation under carefully pH-controlled conditions gave the mono acid azetidine that was hydrogenated to give the title compound.