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S-33004((+)-enantiomer), S-32647(racemate), S-33005

Chemical Name: (-)-1-[7-(Dimethylaminomethyl)-4-methoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]cyclohexanol hydrochloride
CAS No. 242473-12-7, 242473-11-6 ((+)-enantiomer), 242473-60-5 (free base), 242473-07-0 (racemate)
项目整合开发状态: Preclinical
项目研究机构: Servier (Originator)
合成路线:Lithiation of 1-cyano-5-methoxybenzocyclobutane (I),followed by addition of cyclohexanone (II),provided the 1-hydroxycyclohexyl adduct (III).The cyano group of (III) was then reduced to amine (IV) using LiAlH4.Reductive alkylation of amine (IV) with formaldehyde and NaBH3CN furnished the corresponding dimethylamino derivative,which was then converted to the corresponding hydrochloride salt with ethereal HCl.
📌 参考资料/链接:
参考文献标题:Benzocyclobutan cpds.,their process for preparation and pharmaceutical compsns.containing them
文献作者:Brocco,M.; Harmange,J.-C.; Peglion,J.-L.; Dessinges,A.; Newman-Tancredi,A.; Millan,M.(ADIR et Cie.)
参考来源:CA 2264372; EP 0940386; FR 2775687; JP 1999310557; US 6107345