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

Autor: Perich, JW, Valerio, RM, Johns, RB
Zdroj: Australian Journal of Chemistry; 1992, Vol. 45 Issue: 5 p919-924, 6p
Abstrakt: 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.
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