【药物名称】Isbogrel, A-66900, CV-4151
化学结构式(Chemical Structure):
参考文献No.46723
标题:Substituted vinylcarboxylic acid derivative and its preparation
作者:Terao, S.; et al. (Takeda Chemical Industries, Ltd.)
来源:JP 58219162
合成路线图解说明:

The condensation of 6-bromohexanoic acid (I) with triphenylphosphine in refluxing acetonitrile gives the corresponding phosphonium salt (III), which is submitted to a Wittig condensation with phenyl 3-pyridyl ketone (IV) by means of NaH in DMSO, yielding a mixture of the title product and its (Z)-isomer (V). This mixture of isomers is separated by fractional crystallization or HPLC and the isomeric compound (V) is treated with refluxing aqueous 25% HBr to perform its isomerization to CV-415.

参考文献No.63635
标题:CV-4151
作者:Casta馿r, J.; Serradell, M.N.
来源:Drugs Fut 1986,11(3),183
合成路线图解说明:

The condensation of 6-bromohexanoic acid (I) with triphenylphosphine in refluxing acetonitrile gives the corresponding phosphonium salt (III), which is submitted to a Wittig condensation with phenyl 3-pyridyl ketone (IV) by means of NaH in DMSO, yielding a mixture of the title product and its (Z)-isomer (V). This mixture of isomers is separated by fractional crystallization or HPLC and the isomeric compound (V) is treated with refluxing aqueous 25% HBr to perform its isomerization to CV-415.

参考文献No.608289
标题:Thromboxane synthetase inhibitors (TXSI). Design, synthesis, and evaluation of a novel series of omega-pyridilalkenoic acids
作者:Kato, K.; Ohkawa, S.; Terao, S.; Terashita, Z.; Nishikawa, K.
来源:J Med Chem 1985,28(3),287-294
合成路线图解说明:

The condensation of 6-bromohexanoic acid (I) with triphenylphosphine in refluxing acetonitrile gives the corresponding phosphonium salt (III), which is submitted to a Wittig condensation with phenyl 3-pyridyl ketone (IV) by means of NaH in DMSO, yielding a mixture of the title product and its (Z)-isomer (V). This mixture of isomers is separated by fractional crystallization or HPLC and the isomeric compound (V) is treated with refluxing aqueous 25% HBr to perform its isomerization to CV-415.

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