Peptide Synthesis in Aqueous Solution. V. Properties and Reactivities of (<i>p</i>-Hydroxyphenyl)benzylmethylsulfonium Salts for Direct Benzyl Esterification of<i>N</i>-Acylpeptides
Some (p-hydroxyphenyl)benzylmethylsulfonium salts were prepared. These compounds generated a benzyl cation and converted not only N-acylamino acids but also N-acylpeptides into their corresponding benzyl esters without causing the racemization.
A convenient synthesis of amino acid p-nitroanilides; synthons in the synthesis of protease substrates
作者:Dirk T.S. Rijkers、Hans P.H.M. Adams、H. Coenraad Hemker、Godefridus I. Tesser
DOI:10.1016/0040-4020(95)00671-t
日期:1995.10
A method is described for the synthesis of Nα-protected bi- and trifunctional aminoacid p-nitroanilides. The reaction uses phosphorus oxychloride as the condensing agent. The synthesis is simple, rapid, free of racemization and affords yields between 70–90%. The synthesis can be performed not only with aminoacid derivatives of the urethane type including acid-labile (Z. Boc) and base-labile (Fmoc
The solid phase synthesis of hydroxamic acids is presented. Carboxylic acid ester linked, polymer-supported CBZ-protected amino acids were displaced from the resin with aqueous hydroxylamine to provide the corresponding hydroxamic acids.
Reinvestigation of the Phosphazo Method and Synthesis of<i>N</i>-(<i>t</i>-Butoxycarbonyl)-L-arginine<i>p</i>-Nitroanilide and a Chromogenic Enzyme Substrate for the Factor Xa
Reaction conditions for the phosphazo method were reinvestigated in order to apply this method to the synthesis of p-nitroanilide(pNA)s of t-butoxycarbonyl(Boc)-and benzyloxycarbonyl(Z)-amino acids.