Organophosphorus and nitro-substituted sulfonate esters of 1-hydroxy-7-azabenzotriazole as highly efficient fast-acting peptide coupling reagents

…, J Xia, C Zhang, A El-Faham

Index: Carpino, Louis A.; Xia, Jusong; Zhang, Chongwu; El-Faham, Ayman Journal of Organic Chemistry, 2004 , vol. 69, # 1 p. 62 - 71

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Citation Number: 43

Abstract

Organophosphorus esters 9, 10, 14, and 15 prepared via reaction of diethyl-and diphenylphosphoryl chloride, di (o-tolyl) phosphinyl chloride, and 2, 8- dimethylphenoxaphosphinyl chloride with HOAt are excellent coupling reagents for peptide synthesis which are generally superior to their uronium/guanidinium analogues and HOBt-or HODhbt-derived phosphate ester counterparts in minimizing loss of configuration during ...