Amino-protecting reagents: new promising reagents for tert-butoxycarbonylation,(benzyloxy) carbonylation, and [. beta.-trimethylsilyl) ethoxy] carbonylation

Y Kita, J Haruta, H Yasuda, K Fukunaga…

Index: Kita, Yasuyuki; Haruta, Jun-ichi; Yasuda, Hitoshi; Fukunaga, Keiko; Shirouchi, Yoshiaki; Tamura, Yasumitsu Journal of Organic Chemistry, 1982 , vol. 47, # 14 p. 2697 - 2700

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Citation Number: 43

Abstract

A new method for the preparation of tert-butyl-(ld), benzyl-(le), and (8-trimethylsily1) ethyl a- methoxyvinyl carbonates (If) has been devised. The reaction of these reagents with amino compounds proceeds rapidly under mild conditions to give the corresponding N-tert- butoxycarbonylated (N-Boc), N-benzyloxycarbonylated (NZ), and N-[/3-(trimethylsilyl) ethoxy] carbonylated (N-Tmseoc) compounds in quantitative yields. Twenty-two examples ...

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