【药物名称】O-2185
化学结构式(Chemical Structure):
参考文献No.698046
标题:Design and synthesis of an irreversible dopamine-sparing cocaine antagonist
作者:Meltzer, P.C.; Liu, S.; Blanchette, H.; Blundell, P.; Madras, B.
来源:Bioorg Med Chem 2002,10(11),3583
合成路线图解说明:

Treatment of methyl 3-hydroxy-8-oxabicyclo[3.2.1]oct-2-ene-2-carboxylate (I) with N-phenyl trifluoromethanesulfonimide leads to the vinyl triflate (II). Suzuki coupling of triflate (II) with 3,4-dichlorophenylboronic acid (III) furnishes the oxabicyclooctene adduct (IV), which is further reduced to the oxabicyclooctane (V) with SmI2. Ester reduction in (V) with LiAlH4 provides alcohol (VI). This is finally esterified with 4-pentenoyl chloride (VII) to furnish the title compound.

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