Author/Authors :
Shinya Oishi، نويسنده , , Sang Uk Kang، نويسنده , , Hongpeng Liu، نويسنده , , Manchao Zhang، نويسنده , , Dajun Yang، نويسنده , , Jeffrey R. Deschamps، نويسنده , , Terrence R. Burke Jr.، نويسنده ,
Abstract :
Syntheses of N-Boc (S)-4-(diethylphosphono)-(α-methyl)phenylalanine [Boc-(α-Me)Phe(4-PO3Et2)-OH] () and N-Boc (S)-2-amino-6-(diethylphosphono)tetralin-2-carboxylic acid [Boc-Atc(6-PO3Et2)-OH] () are reported as conformationally-constrained phosphotyrosyl mimetics suitably protected for peptide synthesis. Both syntheses proceeded through chiral arylhalides that are converted to arylphosphonates by palladium-catalyzed cross coupling with diethylphosphite. These amino acid analogues may be useful in the study of cellular signal transduction processes.
