Reactive intermediates in peptide synthesis. ortho-Nitrophenyl Nalpha-para-toluenesulfonyl-alpha-aminoisobutyrate

Acta Crystallographica. Section C, Crystal Structure Communications
Marco Crisma, Claudio Toniolo

Abstract

The preparation, characterization, and molecular and crystal structures of the title compound [IUPAC name: 2-nitrophenyl 2-methyl-2-(para-toluenesulfonylamino)propanoate], C(17)H(18)N(2)O(6)S, are reported. The phenyl group is almost perpendicular to the plane of the adjacent ester moiety. One O atom of the nitro group is wedged between the two ester O atoms. The implications of this peculiar conformation for the chemistry of ortho-nitrophenyl esters in peptide synthesis are discussed.

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