【药物名称】Hexadecyloxypropyl-cidofovir, HDP-CDV
化学结构式(Chemical Structure):
参考文献No.54134
标题:Phosphonate cpds.
作者:Hostetler, K.Y.; Kini, G.D.; Beadle, J.R. (University of California, San Diego)
来源:EP 1233770; WO 0139724
合成路线图解说明:

Cyclization of the hydroxy phosphonic acid (I) (Cidofovir) with DCC in the presence of N,N-dicyclohexyl-4-morpholine carboxamidine (DCMC) (II) led to the cyclic phosphonate DCMC salt (III). Subsequent alkylation of (III) with 1-bromo-3-hexadecyloxypropane (IV) provided the corresponding phosphate ester (V). Finally, ring opening of the cyclic phosphonate was accomplished by treatment with aqueous NaOH.

合成路线图解说明:

Cidofovir (I) is converted to the cyclic phosphonate derivative (II) upon treatment with dicyclohexylcarbodiimide (DCC) in the presence of N,N-dicyclohexyl-4-morpholinecarboxyamidine (DCMC). Reaction of (II) with 1-bromo-2-(octadecyloxy)ethane (III) provides the corresponding phosphonate ester (IV). Finally, opening of the cyclic phosphonate to furnish the title compound is accomplished by treatment with 0,5 M NaOH

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