Femoxetine, NNC-20-4963, FG-4963(HCl)-药物合成数据库

【药物名称】Femoxetine, NNC-20-4963, FG-4963(HCl)

化学结构式(Chemical Structure):

参考文献No.	65736
标题:	Femoxetine
作者:	Chatterjee, S.S.
来源:	Drugs Fut 1977,2(5),309

合成路线图解说明: 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No.	800653
标题:	4-Phenylpiperidine compounds
作者:	Christensen, J.A.; Squires, R.F.
来源:	DE 2404113; FR 2215233; GB 1422263; JP 49101385; JP 58174363; US 3912743

合成路线图解说明: 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.