Active esters of 9-fluorenylmethyloxycarbonyl amino acids and their application in the stepwise lengthening of a peptide chain

…, M Bodanszky, N Chandramouli, JZ Kwei…

Index: Bodanszky, Agnes; Bodanszky, Miklos; Chandramouli, Nagarajan; Kwei, Joseph Z.; Martinez, Jean; Tolle, John C. Journal of Organic Chemistry, 1980 , vol. 45, # 1 p. 72 - 76

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Citation Number: 49

Abstract

Preparation and properties of p-nitrophenyl esters of several 9-fluorenylmethyloxycarbonyl (Fmoc) amino acids are described. The Fmoc derivatives of the hindered amino acids valine and isoleucine were converted to the more reactive o-nitrophenyl esters while N-Fmoc-0- benzyl-L-tyrosine was esterified with pentachlorophenol. In the selection of experimental conditions for coupling reactions an effort was made to keep premature cleavage of the ...