【药物名称】
化学结构式(Chemical Structure):
参考文献No.572971
标题:Discovery of potent human CCR5 antagonists for the treatment of HIV-1 infection-IV
作者:Cladwell, C.G.; Chen, P.; Donnelly, K.F.; et al.
来源:219th ACS Natl Meet (March 26 2000, San Francisco) 2000,Abst MEDI 120
合成路线图解说明:

The alkylation of 2-phenyl-4-pentenenitrile (I) with 2-(trimethylsilyl)ethoxymethyl chloride (II) in the presence of LDA afforded (III), which was reduced to aldehyde (IV) by means of DIBAL. Reductive amination of (III) with methylamine and NaBH(OAc)3 produced amine (V) and subsequent condensation with benzenesulfonyl chloride (VI) yielded sulfonamide (VII). A two-step oxidation of (VII) with osmium tetroxide and N-methylmorpholine-N-oxide, followed by sodium periodate cleavage of the resulting diol (VIII) generated aldehyde (IX). Further reductive amination of (IX) with piperidine derivative (X) gave adduct (XI). The (trimethylsilyl)ethoxy protecting group of (XI) was finally cleaved by means of trifluoroacetic acid to furnish the title compound.

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