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【结 构 式】

【分子编号】56312

【品名】4-(phenylsulfonyl)piperidine; phenyl 4-piperidinyl sulfone

【CA登记号】

【 分 子 式 】C11H15NO2S

【 分 子 量 】225.31164

【元素组成】C 58.64% H 6.71% N 6.22% O 14.2% S 14.23%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号:(V)

The (phenylsulfanyl)piperidine (III) was obtained by condensation of N-Boc-4-piperidinol (I) with diphenyl disulfide (II) in the presence of tributylphosphine. Subsequent oxidation of sulfide (III) to the corresponding sulfone (IV) was achieved using oxone® on wet alumina. Deprotection of the N-Boc-piperidine (IV) with HCl afforded piperidine (V), which was finally alkylated with 2-bromo-4'-fluoroacetophenone (VI) to furnish the title N-phenacyl piperidine.

1 Blurton, P.; Burkamp, F.; Fletcher, S.R.; et al.; 4-(Phenylsulfonyl)piperidines: Novel, selective, and biovailable 5-HT2A receptor antagonists. J Med Chem 2002, 45, 2, 492.
2 Macleod, A.M.; Blurton, P.; Fletcher, S.R.; Van Niel, M.B.; Burkamp, F.; Cheng, S.K.-F. (Merck Sharp & Dohme Ltd.); Phenylsulphonyl derivs. as 5-HT receptor ligands. EP 1147083; WO 0043362 .
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 18625 tert-butyl 4-hydroxy-1-piperidinecarboxylate C10H19NO3 详情 详情
(II) 17473 diphenyl disulfide; 1-(phenyldisulfanyl)benzene; diphenyldisulfide 882-33-7 C12H10S2 详情 详情
(III) 32561 tert-butyl 4-(phenylsulfanyl)-1-piperidinecarboxylate C16H23NO2S 详情 详情
(IV) 56311 tert-butyl 4-(phenylsulfonyl)-1-piperidinecarboxylate C16H23NO4S 详情 详情
(V) 56312 4-(phenylsulfonyl)piperidine; phenyl 4-piperidinyl sulfone C11H15NO2S 详情 详情
(VI) 27904 2-bromo-1-(4-fluorophenyl)-1-ethanone 403-29-2 C8H6BrFO 详情 详情
Extended Information