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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

Synthesis of Casein-Related Peptides and Phosphopeptides. V. The Efficient Global 'Phosphite-Triester' Phosphorylation of Protected Serine Derivatives and Peptides by Using Dibenzyl or Di-t-butyl N,N-Diethylphosphoramidite

JW Perich and RB Johns

Australian Journal of Chemistry 43(10) 1623 - 1632
Published: 1990

Abstract

Both dibenzyl N,N- diethylphosphoramidite and di -t-butyl N,N- diethylphosphoramidite are shown to be suitable reagents for the efficient 1H-tetrazole-catalysed 'phosphite-triester' phosphorylation of the protected serine derivative Boc-Ser-OCH2C6H4NO2-p. Both these reagents were also used for the phosphorylation of the protected serine derivative Boc-Glu ( OBut )-Ser- Leu-OBut, and subsequent hydrogenolytic treatment of Boc-Glu ( OBut )-Ser(PO3Bzl2)- Leu-OBut or acidolytic treatment of Boc-Glu ( OBut )-Ser(PO3But2)- Leu-OBut gave the O- phosphoseryl tripeptide Glu -Ser(PO3H2)- Leu in near-quantitive yield.

https://doi.org/10.1071/CH9901623

© CSIRO 1990

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