An improved process for the preparation of 4, 4-dimethyloxazolidine-2-thione

N Tewari, D Nair, H Nizar, BP Rai…

Index: Tewari, Neera; Nizar, Hashim; Rai, Bishwa Prakash; Mane, Avinash; Prasad, Mohan Organic Process Research and Development, 2005 , vol. 9, # 6 p. 827 - 829

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Abstract

Oxazolidine-2-thiones have been used as chiral auxiliaries for a wide variety of synthetic transformations. 1 These five-membered heterocycles are commonly prepared by the condensation of carbon disulphide with β-amino alcohols. 2-4 Oxazolidine-2-thiones are used in the synthesis of (3S,4S)-[(R)-1'-((tert-butyldimethylsilyl)oxy)ethyl]-2-azetidinone (2), a key carbapenem intermediate. 5-7 In the course of our ongoing project for the synthesis of 2, a method for ...