
%0 Journal Article
%A Valerio, RM 
%A Perich, JW 
%A Alewood, PF 
%A Tong, G 
%A Johns, RB 
%T Synthesis of the Simple Peptide Model Ac-Abu(PO<sub>3</sub>H<sub>2</sub>)-NHMe
%J Australian Journal of Chemistry
%D 1992/04/01
%V 45
%N 4
%P 777-784
%K 
%R https://doi.org/10.1071/CH9920777
%U https://www.publish.csiro.au/paper/CH9920777 
%X The simple model substrate AC-L-Abu(PO3H2)- NHMe was prepared by the use of the protected 4( diethylphosphono ) butanoic acid derivative Boc -Abu(PO3Et2)-OH in the Boc mode of solution phase peptide synthesis. The protected peptide model Ac-Abu(P03Et2)- NHMe was prepared by initial reaction of the isobutoxycarbonyl mixed anhydride of Boc-Abu(PO3Et2)-OH with N-methylamine followed by cleavage of the Boc group from Boc -Abu(PO3Et2)- NHMe with 4 M HCl/dioxan and N- acetylation of H-Abu(PO3Et2)-NHMe.HCl with the isobutoxycarbonyl mixed anhydride of acetic acid. Cleavage of the phosphonate ethyl groups was effected with 33% hydrogen bromidelacetic acid or 10% bromotrimethylsilane/acetonitrile to give AC-L-Abu(PO3H2)-NHMe in near-quantitative yield. 
