A simple method for synthesizing 7-oxo-4-thia-1-azabicyclo (3.2. 0) heptane and its 6-methyl derivatives from ethyl cyanoacetate.

千葉卓男，高橋工， /金子主税, C Kaneko

Index: Chiba; Takahashi; Sakaki; Kaneko Chemical and Pharmaceutical Bulletin, 1985 , vol. 33, # 7 p. 3046 - 3049

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Abstract

Ethyl cyanoacetate (1a) or its methyl derivatives (1b and 1c) were treated with HCl/EtOH to give the corresponding imidates (2a-2c). Treatment of the latter compounds with cysteamine gave ethyl 2-thiazoline-2-acetate (3a-3c), which by reduction with sodium cyanoborohydride

~66%

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A short synthesis of 7-oxo-4-thia-1-azabicyclo [3.2. 0] hept...

[Chiba, Takuo; Sakaki, Jun-ichi; Takahashi, Takumi; Kaneko, Chikara Chemistry Letters, 1985 , p. 659 - 660]

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