A facile solution and solid phase synthesis of phosphotyrosine mimetic L-4-[diethylphosphono(difluoromethyl)]-phenylalanine (F(2)Pmp(EtO)(2)) derivatives

被引:27
作者
Qabar, MN [1 ]
Urban, J [1 ]
Kahn, M [1 ]
机构
[1] UNIV WASHINGTON, DEPT PATHOBIOL, SEATTLE, WA 98195 USA
关键词
D O I
10.1016/S0040-4020(97)00374-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The F(2)Pmp derivatives were prepared in 80-90% yield from commercially available protected L-l-iodophenylalanine by esterification with diazomethane followed by a CuCl-mediated coupling to (diethylphosphonyl) difluoromethylcadmium bromide. Moreover, treatment of L-4-iodoPhe-containing peptides under the same coupling conditions provided the F,Pmp-containing peptides in very good yields. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:11171 / 11178
页数:8
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