Tetrahedron letters

α, α-Difluorophosphonomethyl azobenzene derivatives as photo-regulated phosphoamino acid analogs. 1. Design and synthesis

SB Park, RF Standaert

Index: Park, Seung Bum; Standaert, Robert F. Tetrahedron Letters, 1999 , vol. 40, # 36 p. 6557 - 6560

Full Text: HTML

Citation Number: 27

Abstract

A series of novel, photoregulated phosphoamino acid analogs based on an azobenzene core bearing an α, α-difluoromethylphosphonate as a hydrolytically stable phosphate isostere have been prepared with N-Fmoc protection for use in peptide synthesis. Classes of reagents analogous to both phosphotyrosine and phosphoserine/threonine were prepared by a common route employing a nitrosoarene/aniline condensation to form the azo ...