Tetrahedron

A base labile protecting group for peptide synthesis: 2, 2-Bis (4′-nitrophenyl) ethan-1-oxycarbonyl urethanes

R Ramage, AJ Blake, MR Florence, T Gray, G Raphy…

Index: Ramage; Blake; Florence; Gray; Raphy; Roach Tetrahedron, 1991 , vol. 47, # 37 p. 8001 - 8024

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Citation Number: 11

Abstract

A base labile urethane (Bnpeoc) group derived from 2, 2-bis (4′-nitrophenyl) ethan-1-ol has been developed as an amine protecting group. This protecting group may be cleaved using the reagents DBN, DBU, DBU/HOAc and piperidine. The preparations of Nα-Bnpeoc amino acids and applications to peptide/glycopeptide synthesis are described.