Z. Yao, Yang Gao, J. Voigt
Mar 5, 1999
Citations
0
Influential Citations
14
Citations
Journal
Tetrahedron
Abstract
Abstract 4-(Carboxymethyl)phenylalanine ( 2 ) and its α,α-difluoro homologue 4-(carboxydifluoromethyl)phenylalanine ( 3 ) have been described as phosphotyrosyl mimetics. Herein we report the synthesis of N-Fmoc 4-( O -tert-butyl carboxymethyl)phenylalanine ( 4 ) and N-Fmoc 4-( O -tert-butyl carboxydifluoromethyl)phenylalanine ( 5 ) in high enantiomeric purity. These analogues bear orthogonal protection suitable for the preparation of inhibitors directed against a variety of signal transduction pathways, including SH2 and PTP domains and protein-tyrosine phosphatases.