PREPARATION OF L-(PHOSPHONODIFLUOROMETHYL)PHENYLALANINE DERIVATIVES AS NONHYDROLYZABLE MIMETICS OF O-PHOSPHOTYROSINE

Authors
WROBEL J DIETRICH A
Citation
J. Wrobel et A. Dietrich, PREPARATION OF L-(PHOSPHONODIFLUOROMETHYL)PHENYLALANINE DERIVATIVES AS NONHYDROLYZABLE MIMETICS OF O-PHOSPHOTYROSINE, Tetrahedron letters, 34(22), 1993, pp. 3543-3546
Citations number
27
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
34
Issue
22
Year of publication
1993
Pages
3543 - 3546
Database
ISI
SICI code
0040-4039(1993)34:22<3543:POLDA>2.0.ZU;2-C
Abstract
N-t-BOC-L-(Phosphonodifluoromethyl)phenylalanine benzyl ester (1) was in 5 steps from N-t-BOC-L-tyrosine benzyl ester O-triflate (4). Compou nd 1 was further converted to derivatives 2 and 3 which are potentiall y suitable for peptide synthesis. Analogs 1 - 3 are non-hydrolyzable m imetics of O-phosphotyrosine.