Tetrahedron letters

Chemoselective deprotection of N-Boc group in amino acids and peptides by bismuth (III) trichloride

RS Navath, KB Pabbisetty, L Hu

Index: Navath, Raghavendra S.; Pabbisetty, Kumar B.; Hu, Longqin Tetrahedron Letters, 2006 , vol. 47, # 3 p. 389 - 393

Full Text: HTML

Citation Number: 26

Abstract

Selective deprotection of N-Boc group was achieved in excellent yields using bismuth (III) trichloride in a mixed solvent of acetonitrile and water (50: 1, v/v) at 55° C. Acid-labile groups such as Pmc and tert-butyl ester were not affected and no alkylation of tryptophan, methionine, and cysteine residues was observed under the deprotection conditions.