
%0 Journal Article
%A Perich, JW 
%A Alewood, PF 
%A Johns, RB 
%T Synthesis of Casein-Related Peptides and Phosphopeptides. VIII. The Synthesis of Ser(P)-Containing Peptides by the Use of Z-Ser(PO<sub>3</sub>R<sub>2</sub>)-OH Derivatives
%J Australian Journal of Chemistry
%D 1991/02/01
%V 44
%N 2
%P 253-263
%K 
%R https://doi.org/10.1071/CH9910253
%U https://www.publish.csiro.au/paper/CH9910253 
%X .The synthesis of five Z-Ser(PO3R2)-OH (R = phenyl, ethyl, methyl, benzyl, t-butyl) derivatives is described by a simple three-step synthetic procedure which features the use of either (A) diphenyl or dialkyl  phosphorochloridate /pyridine or (B) dialkyl N,N-diethylphosphoramidite/1H-tetrazole-m-chloroperoxybenzoic acid for the phosphorylation of the serine hydroxy group. The benzyl phosphate derivative, Z-Ser(PO3Bzl2)-OH, was used in the benzyloxycarbonyl mode of peptide synthesis for the preparation of Z-Ser(PO3Bzl2)-Leu-OBzl and Z-Ser(PO3Bzl2)-Ser(PO3Bzl2)- OBzl which were deprotected by palladium- catalysed  hydrogenolysis to give Ser(P)-Leu and Ser(P)-Ser(P) in high yields and high purity. 
