-药物合成数据库

【药物名称】

化学结构式(Chemical Structure):

参考文献No.	33736
标题:	4-Substd. piperidine analogs and their use as subtype selective NMDA receptor antagonists
作者:	Bigge, C.F.; Cai, S.X.; Weber, E.; Woodward, R.; Keana, J.F.W.; Lan, N.C.; Guzikowski, A.P.; Zhou, Z.-L.; Yeun, P.-W. (CoCensys, Inc.; Pfizer Inc.)
来源:	EP 0869792; JP 2000500773; WO 9723216

合成路线图解说明: The alkylation of 4-(4-methoxyphenyl)piperidine (I) with 4-phenylbutyl tosylate (II) provided the tertiary amine (III). The methyl ether group of (III) was then cleaved using BBr3 to furnish the title phenol.

参考文献No.	569175
标题:	Synthesis of N-substituted 4-(4-hydroxyphenyl)piperidines, 4-(4-hydroxybenzyl)piperidines, and (?-3-(4-hydroxyphenyl)pyrrolidines: Selective antagonists at the 1A/2B NMDA receptor subtype
作者:	Guzikowski, A.P.; Tamiz, A.P.; Acosta-Burruel, M.; Hong-Bae, S.; Cai, S.X.; Hawkinson, J.E.; Keana, J.F.; Kesten, S.R.; Shipp, C.T.; Tran, M.; Whittemore, E.R.; Woodward, R.M.; Wright, J.L.; Zhou, Z.L.
来源:	J Med Chem 2000,43(5),984

合成路线图解说明: In an alternative procedure, lithiation of 4-(benzyloxy)-1-bromobenzene (IV), followed by addition of 1-benzyl-4-piperidone (V), gave piperidinol (VI). Subsequent treatment of (VI) with HCl produced dehydration of the tertiary alcohol and benzyl ether cleavage to give (VII). Double bond reduction and hydrogenolysis of the N-benzyl group of (VII) with H2 over Pd/C gave 4-(4-hydroxyphenyl)piperidine (VIII). This was finally alkylated with tosylate (II) to yield the title compound.