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【结 构 式】 
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【分子编号】32230 【品名】gamma-(cis-2,6-dimethyl-1-piperidyl)butyrophenone; 4-[(2R,6S)-2,6-dimethylpiperidinyl]-1-phenyl-1-butanone; gamma-(cis-2,6-dimethyl-1-piperidyl)butyrophenone 【CA登记号】 |
【 分 子 式 】C17H25NO 【 分 子 量 】259.39164 【元素组成】C 78.72% H 9.71% N 5.4% O 6.17% |
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 reaction of gamma-chlorobutyrophenone (I) with ethylene glycol (II) by means of p-toluenesulfonic acid in refluxing benzene gives the corresponding ethylene ketal (III), which is condensed with cis-2,6-dimethylpiperidine (IV) by means of Na and heat, and hydrolyzed with concentrated HCl yielding gamma-(cis-2,6-dimethyl-1-piperidyl)butyrophenone (V). Finally, this compound is condensed with 2-bromopyridine (VI) by means of butyllithium in THF.
| 【1】 Fleming, R.W. (Pfizer Inc.); Antiarrhythmic (+,-)-cis- alpha [3-(2,6-dimethyl-1-piperidinyl)propyl]-alpha-phenyl-2-pyridinemethanols. US 4112103 . |
| 【2】 Blancafort, P.; Serradell, M.N.; Castaner, J.; Hillier, K.; Pirmenol hydrochloride. Drugs Fut 1981, 6, 4, 234. |
| 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) | 32227 | gamma-Chlorobutyrophenone; 4-Chloro-1-phenyl-1-butanone | 939-52-6 | C10H11ClO | 详情 | 详情 |
| (II) | 11295 | Polyethylene glycol;1,2-Ethanediol;Monoethylene glycol; Ethylene glycol | 107-21-1 | C2H6O2 | 详情 | 详情 |
| (III) | 32228 | 2-(3-chloropropyl)-2-phenyl-1,3-dioxolane | C12H15ClO2 | 详情 | 详情 | |
| (IV) | 32229 | (2R,6S)-2,6-dimethylpiperidine; cis-2,6-dimethylpiperidine | C7H15N | 详情 | 详情 | |
| (V) | 32230 | gamma-(cis-2,6-dimethyl-1-piperidyl)butyrophenone; 4-[(2R,6S)-2,6-dimethylpiperidinyl]-1-phenyl-1-butanone; gamma-(cis-2,6-dimethyl-1-piperidyl)butyrophenone | C17H25NO | 详情 | 详情 | |
| (VI) | 29052 | 2-Bromopyridine；α-bromopyridine;α-bromoazine | 109-04-6 | C5H4BrN | 详情 | 详情 |
Extended Information