SYNTHESIS OF PYROPHOSPHONIC ACID ANALOGS OF FARNESYL PYROPHOSPHATE

被引:23
作者
VALENTIJN, ARPM [1 ]
VANDENBERG, O [1 ]
VANDERMAREL, GA [1 ]
COHEN, LH [1 ]
VANBOOM, JH [1 ]
机构
[1] TNO,INST AGEING & VASC RES,GAUBIUS LAB,2300 AK LEIDEN,NETHERLANDS
关键词
D O I
10.1016/0040-4020(94)01083-C
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of four new analogues (i.e. 3-6) of farnesyl pyrophosphate (FPP), which may function as inhibitor of squalene synthase, is described. Compounds 3 and 4 were readily accessible by reaction of farnesal with diethyl phosphite or dimethyl lithiomethylphosphonate, respectively, followed by condensation of the resulting alcohols with diethyl phosphonomethyl triflate. The preparation of 5 and 6 was accomplished by alkylation of bis(diethyl phosphonomethyl) ether or tetraethyl methylenebisphosphonate, respectively, with farnesyl bromide.
引用
收藏
页码:2099 / 2108
页数:10
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