Femoxetine, NNC-20-4963, FG-4963(HCl)
非莫西汀Chemical Name: (+)-(3R,4S)-3-[(4-Methoxyphenoxy)methyl]-1-methyl-4-phenylpiperidine
CAS No. 59859-58-4
项目整合开发状态: Phase III
项目研究机构: Ferrosan A/S (Originator)
合成路线:The reaction of methyl N-methyl-1,2,5,6-tetrahydropyridine-3-carboxylate (I) with phenylmagnesium bromide (A) gives methyl 1-methyl-4-phenylpiperidine-3-carboxylate (II),which is reduced with LiAlH4 yielding 1-methyl-3-hydroxymethyl-4-phenylpiperidine (III),which,in turn is resolved into its optical isomers.The alcohol (III) is esterified with methanesulfonyl chloride in pyridine affording 3-(methansulfonyloxymethyl)-1-methyl-4-phenylpiperidine (IV),which is finally condensed with p-methoxyphenol (B) by means of sodium methoxide in refluxing methanol.
📌 参考资料/链接：
参考文献标题:Femoxetine
文献作者:Chatterjee,S.S.
参考来源:Drugs Fut 1977,2(5),309
📄 详细内容
合成路线:The reaction of methyl N-methyl-1,2,5,6-tetrahydropyridine-3-carboxylate (I) with phenylmagnesium bromide (A) gives methyl 1-methyl-4-phenylpiperidine-3-carboxylate (II),which is reduced with LiAlH4 yielding 1-methyl-3-hydroxymethyl-4-phenylpiperidine (III),which,in turn is resolved into its optical isomers.The alcohol (III) is esterified with methanesulfonyl chloride in pyridine affording 3-(methansulfonyloxymethyl)-1-methyl-4-phenylpiperidine (IV),which is finally condensed with p-methoxyphenol (B) by means of sodium methoxide in refluxing methanol.
参考文献标题:4-Phenylpiperidine compounds
文献作者:Christensen,J.A.; Squires,R.F.
参考来源:DE 2404113; FR 2215233; GB 1422263; JP 49101385; JP 58174363; US 3912743
产品链接: CAS No. 59859-58-4››