Synthesis of pyrophosphonic acid analogues of farnesyl pyrophosphate

article
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.
TNO Identifier
232950
ISSN
00404020
Source
Tetrahedron, 51(7), pp. 2099-2108.
Pages
2099-2108
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