Fast, efficient and selective deprotection of the tert ‐butoxycarbonyl (Boc) group using HCl/dioxane (4 m )

2001; Wiley; Volume: 58; Issue: 4 Linguagem: Inglês

10.1034/j.1399-3011.2001.00935.x

ISSN

1399-3011

Autores

G. Han, Makoto Tamaki, Victor J. Hruby,

Tópico(s)

Carbohydrate Chemistry and Synthesis

Resumo

Abstract: Fast, efficient and selective deprotection of the tert ‐butoxycarbonyl (Boc) group of various amino acids and peptides was achieved by using hydrogen chloride (4 m ) in anhydrous dioxane solution for 30 min at room temperature. In the cases studied in our laboratory, this protocol provided superior selectivity to deprotect N α ‐Boc groups in the presence of tert ‐butyl esters and tert ‐butyl ethers, including thio‐ tert ‐butyl ethers, but not phenolic tert ‐butyl ethers.

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