Journal of the American Chemical Society

Three-dimensional orthogonal protection scheme for solid-phase peptide synthesis under mild conditions

G Barany, F Albericio

Index: Barany, George; Albericio, Fernando Journal of the American Chemical Society, 1985 , vol. 107, # 17 p. 4936 - 4942

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Citation Number: 123

Abstract

Abstract: Several N”-dithiasuccinoyl (Dts) amino acids (1) were esterified, by use of N, N'- dicyclohexylcarbodiimide (DCC) and without racemization, to tert-butyl4-(hydroxymethyl)-3- nitrobenzoate (8). The resultant handle derivatives 4 were treated with trifluoroacetic acid to yield crystalline 4-(N “-Dts-aminoacyloxymethyl)-3-nitrobenzoic acids (3), which were quantitatively incorporated onto aminomethylcopoly (styrene-1% diviny1benzene)-resins ...