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

Solution Phase Synthesis of Glu-Abu(P)-Leu by Using Z-Abu(PO3Et2)-OH

JW Perich, RM Valerio and RB Johns

Australian Journal of Chemistry 45(5) 919 - 924
Published: 1992

Abstract

This paper describes the synthesis of the 2-amino-4-(phosphono)butanoyl-containing peptide H-Glu-Abu(P)-Leu-OH.CF3CO2H by the use of Z-Abu(PO3Et2)-OH for the solution phase synthesis of Boc-Glu(Obut)-Abu(PO3Et2)-Leu-Obut (mixed-anhydride method) followed by acidolytic cleavage of the t-butyl groups, and final removal of the ethyl groups from Glu- Abu(PO3Et2)-Leu by treatment with 10% bromotrimethylsilane in acetonitrile. Although silylitic cleavage of the peptide was facile, the slow dissolution of the peptide in the reaction solvent suggests that deprotection of the Abu(PO3.Et2) residue has not yet been optimized.

https://doi.org/10.1071/CH9920919

© CSIRO 1992

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