N-[(1S,2R,4S)-4-amino-2-(6-chloro-3-pyridinyl)cyclohexyl]-4-methyl-N-[(4-methylphenyl)sulfonyl]benzenesulfonamide -Drug Synthesis Database

【结构式】

【分子编号】16386

【品名】N-[(1S,2R,4S)-4-amino-2-(6-chloro-3-pyridinyl)cyclohexyl]-4-methyl-N-[(4-methylphenyl)sulfonyl]benzenesulfonamide

【CA登记号】

【分子式】C₂₅H₂₈ClN₃O₄S₂

【分子量】534.09984

【元素组成】C 56.22% H 5.28% Cl 6.64% N 7.87% O 11.98% S 12.01%

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：rac-(XIX)

5) Later on, Szantay's group modified the above described procedure based on a polarity reversal approach (8). Compound (XVI) was thus converted to the ring closure precursor (XIX) in 7 steps. Base-catalyzed ring closure of (XIX) afforded racemic epibatidine.

参考文献中间体

合成目标

【1】 Szántay, C.; Kardos-Balogh, Z.; Moldvai, I.; Szántay, C. Jr.; Major-Temesvary, E.; Blasko,G.; A practical enantioselective synthesis of epibatidine. Tetrahedron 1996, 52, 11053-62.
【2】 Bai, D.; Xu, R.; Zhu, X.; Epibatidine. Drugs Fut 1997, 22, 11, 1210.

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-XVI)	16383	(3S,4R)-3-(6-chloro-3-pyridinyl)-4-nitrocyclohexanone		C₁₁H₁₁ClN₂O₃	详情	详情
(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-(XIX)	16386	N-[(1S,2R,4S)-4-amino-2-(6-chloro-3-pyridinyl)cyclohexyl]-4-methyl-N-[(4-methylphenyl)sulfonyl]benzenesulfonamide		C₂₅H₂₈ClN₃O₄S₂	详情	详情

Extended Information