Synthetic Communications

New Synthetic Route to (1S)-4, 5-Dimethoxy-1-[(methylamino) methyl] Benzocyclobutane, a Key Intermediate of Ivabradine

X Liu, Y Liu, H He, Z Cai, Y Yang

文献索引：Liu, Xin; Liu, Yu; He, Huili; Cai, Zhan; Yang, Yushe Synthetic Communications, 2014 , vol. 44, # 4 p. 451 - 456

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被引用次数: 1

摘要

An efficient process for the preparation of (1S)-4,5-dimethoxy-1-[(methylamino)methyl] benzocyclobutane (S)-3 as ivabradine intermediate, which was obtained in 56% yield, is described. The salient feature of this process is the racemization of the undesired (1R)-4,5–dimethoxy-1,2-dihydrocyclobutabenzene -1-carboxylic acid (R)-12, and the overall yield of (S)-12 was improved to 70% by three resolutions of the racemized acid with R-(α)-phenylethanamine. The reduction of amide (S)-13 was ...