Synthesis of O-phosphotyrosine-containing peptides. 3. Synthesis of H-Pro-Tyr (P)-Val-OH via dimethyl phosphate protection and the use of improved deprotection …

…, JW Perich, GW Tregear, RB Johns

Index: Kitas; Perich; Tregear; Johns Journal of Organic Chemistry, 1990 , vol. 55, # 13 p. 4181 - 4187

Full Text: HTML

Citation Number: 48

Abstract

The phosphorylated derivative N"-(tert-butoxycarbonyl)-O-(dimethylphosphono) tyrosine anthraquinon-2-ylmethyl ester, Boc-Tyr (P03Mez)-OMaq (2), was prepared in high yields by either phosphotriester or" phosphite-triester" phosphorylation of Boc-Tyr-OMaq (1). In th? former case, either sodium hydride or lithium diisopropylamide was used to generate the phenoxide ion which was then treated with dimethyl phmphorochloridate (MeO), P (O) Cl. ...