(1S,5S,6R,7S)-7-chloro-5-methyl-2-azabicyclo[4.1.0]heptan-3-one -Drug Synthesis Database

【结构式】

【分子编号】57409

【品名】(1S,5S,6R,7S)-7-chloro-5-methyl-2-azabicyclo[4.1.0]heptan-3-one

【CA登记号】

【分子式】C₇H₁₀ClNO

【分子量】159.61524

【元素组成】C 52.67% H 6.31% Cl 22.21% N 8.78% O 10.02%

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：(IV)

The reaction of tetrahydropyridinone (I) with CHCl3 and NaOH gives the 2-azabicyclo[4,1,0]heptane derivative (II), which is selectively monodechlorinated by means of triphenyltin hydride and AIBN in refluxing benzene to yield a mixture of the monochlorinated compounds (III) and (IV).Their chromatographic separation yields pure (III), which is finally treated with ammonia in ethanol to afford the target imine.

参考文献中间体

合成目标

【1】 Kobayashi, K.; Taniguchi, N.; Naka, M. (Ono Pharmaceutical Co., Ltd.); Condensed piperidine derivs. used as a nitrogen monoxide synthase inhibitors. EP 0870763; JP 1999171866; US 6110930; US 6228866 .

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(I)	57406	(4S)-1-(4-methoxybenzyl)-4-methyl-3,4-dihydro-2(1H)-pyridinone	C₁₄H₁₇NO₂	详情	详情
(II)	57407	(1S,5S,6R)-7,7-dichloro-2-(4-methoxybenzyl)-5-methyl-2-azabicyclo[4.1.0]heptan-3-one	C₁₅H₁₇Cl₂NO₂	详情	详情
(III)	57408	(1S,5S,6R,7R)-7-chloro-5-methyl-2-azabicyclo[4.1.0]heptan-3-one	C₇H₁₀ClNO	详情	详情
(IV)	57409	(1S,5S,6R,7S)-7-chloro-5-methyl-2-azabicyclo[4.1.0]heptan-3-one	C₇H₁₀ClNO	详情	详情

Extended Information