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【结 构 式】

【分子编号】16388

【品名】1-[(1R,2S,4S)-2-hydroxy-2-(3-pyridinyl)-7-azabicyclo[2.2.1]hept-7-yl]-1-ethanone

【CA登记号】

【 分 子 式 】C13H16N2O2

【 分 子 量 】232.28232

【元素组成】C 67.22% H 6.94% N 12.06% O 13.78%

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:(XXI)

6) Nakai et al. used 3-lithio pyridine as a nucleophile to attack ketone (XX), yielding the tertiary alcohol (XXI) stereoselectively. Reductive elimination of the hydroxyl group followed by oxidation and acid hydrolysis gave N-oxide (XXII), which was treated with POCl3 to produce (I) and (XXIII) in low yields.

1 Bai, D.; Xu, R.; Zhu, X.; Epibatidine. Drugs Fut 1997, 22, 11, 1210.
2 Senokuchi, K.; Nakai, H.; Kawamura, M.; et al.; Synthesis and biological evaluation of (±)-epibatidine and the congeners. Synlett 1994, 343-4.
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) 16385 (+)-Epibatidine hydrochloride; (1R,2R,4S)-2-(6-chloro-3-pyridinyl)-7-azabicyclo[2.2.1]heptane 140111-52-0 C11H13ClN2 详情 详情
(XX) 16387 (1R,4S)-7-acetyl-7-azabicyclo[2.2.1]heptan-2-one C8H11NO2 详情 详情
(XXI) 16388 1-[(1R,2S,4S)-2-hydroxy-2-(3-pyridinyl)-7-azabicyclo[2.2.1]hept-7-yl]-1-ethanone C13H16N2O2 详情 详情
(XXII) 16389 3-[(1R,2R,4S)-7-azabicyclo[2.2.1]hept-2-yl]-1-pyridiniumolate C11H14N2O 详情 详情
(XXIII) 16390 (1R,2R,4S)-2-(2-chloro-3-pyridinyl)-7-azabicyclo[2.2.1]heptane C11H13ClN2 详情 详情
Extended Information