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【结 构 式】

【分子编号】16396

【品名】2-chloro-5-(2,4-cyclohexadien-1-yl)pyridine

【CA登记号】

【 分 子 式 】C11H10ClN

【 分 子 量 】191.65984

【元素组成】C 68.94% H 5.26% Cl 18.5% N 7.31%

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:(XXIX)

8) Ko and his coworkers employed the [4+2] addition reaction of 1-(2-chloro-5-pyridyl)cyclohexa-2,4-diene (XXIX) with singlet oxygen to form the bicyclic peroxide (XXX) as the key step. (XXX) was converted to azidomesylate (XXXI) in 42% overall yield. Based on Broka's epibatidine synthesis, (±)-(I) was obtained through reduction and intramolecular displacement.

1 Bai, D.; Xu, R.; Zhu, X.; Epibatidine. Drugs Fut 1997, 22, 11, 1210.
2 Ko, S.Y.; Lerpiniere, J.; Linney, I.D.; Wrigglesworth, R.; The total synthesis of epibatidine. J Chem Soc Ser Chem Commun 1994, 1775-6.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(rac-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
rac-(XXX) 16397 2-chloro-5-[(1S,4R,5S)-2,3-dioxabicyclo[2.2.2]oct-5-yl]pyridine C11H12ClNO2 详情 详情
rac-(XXXI) 16398 5-((2S,5S)-5-azido-2-[[methyl(dimethylene)-lambda(6)-sulfanyl]oxy]cyclohexyl)-2-chloropyridine; (1S,4S)-3-(6-chloro-3-pyridinyl)-4-[[methyl(dimethylene)-lambda(6)-sulfanyl]oxy]cyclohexyl azide C14H19ClN4OS 详情 详情
(XXIX) 16396 2-chloro-5-(2,4-cyclohexadien-1-yl)pyridine C11H10ClN 详情 详情
Extended Information