
TY  - JOUR
A1  - Valerio, RM 
A1  - Perich, JW 
A1  - Alewood, PF 
A1  - Tong, G 
A1  - Johns, RB 
T1  - Synthesis of the Simple Peptide Model Ac-Abu(PO<sub>3</sub>H<sub>2</sub>)-NHMe
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1992
VL  - 45
IS  - 4
SP  - 777
EP  - 784
KW  - 
UR  - https://doi.org/10.1071/CH9920777 
N2  - 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. 
ER  -

