A simple highly efficient asymmetric synthesis. Preparation and absolute configuration of 3 (S)-(tert-butoxycarbonylamino)-1 (S)-methyltetrahydrothiophenium tosylate

K Tani, S Otsuka, M Kido, I Miura

Index: Tani,K.; Otsuka,S.; Kido,M. Journal of the American Chemical Society, 1980 , vol. 102, p. 7394

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Citation Number: 8

Abstract

2 3 as colorless crystals, mp 145-150 OC (0.11 g), soluble in CHC13, together with a small amount (0.04 g) of the product 3,'O mp 225-227 OC. Since 3 is practically insoluble in CHC13, it is readily separated from 2. The'H and I3C NMR spectra indicate that the crude product 2 is a diastereomeric mixture (vide infra). The analytically and optically pure sample of 2,"[aIDz0-14.2'(c 2.05, EtOH), can be obtained by recrystallization twice from acetone or ...