Introduction of alpha-fluorophosphonomethyl ether functionality and its application to the synthesis of fluorinated acyclic phosphonate nucleosides

被引:19
作者
Chen, W
Flavin, MT
Filler, R
Xu, ZQ
机构
[1] MEDICHEM RES INC,LEMONT,IL 60439
[2] IIT,DEPT BIOL CHEM & PHYS SCI,CHICAGO,IL 60616
关键词
D O I
10.1016/S0040-4039(96)02106-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Introduction of the alpha-fluorophosphonomethyl ether functionality has been achieved by electrophilic fluorination of the corresponding phosphonomethyl ether carbanion. Coupling of the synthesized 2-[(diethoxyphosphono)fluoromethoxy]ethanol (9) with adenine and 6-chloropurine under Mitsunobu conditions afforded novel fluorinated acyclic phosphonate nucleosides 11a and 11b, respectively. Copyright (C) 1996 Elsevier Science Ltd
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页码:8975 / 8978
页数:4
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