A practical synthesis of a key intermediate of beraprost

作者:Zhu, Hao-ting; He, Yang; Zhan, Li; Liu, Ting; Yang, Shi-qiong; Kang, Li-tao; Luo, Yu*
来源:Journal of Chemical Research, 2018, 42(2): 105-108.
DOI:10.3184/174751918X15190387567113

摘要

A practical eight-step synthesis of a key intermediate of beraprost is described. The tricyclic cyclopent[b]benzofuran core can be prepared from 2,6-dibromo-4-chlorophenol. The butyric side chain is introduced by ortho-selective metal-halogen exchange and subsequent coupling with 4-(benzyloxy)butanal. The procedure is operationally simple and amenable to scale-up synthesis.

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