(4aS,13bS)-1,2,4,4a,8,9,13b,14-octahydro-3H-benzo[6,7]cyclohepta[1,2,3-de]pyrido[2,1-a]isoquinolin-3-one -Drug Synthesis Database

【结构式】

【分子编号】40334

【品名】(4aS,13bS)-1,2,4,4a,8,9,13b,14-octahydro-3H-benzo[6,7]cyclohepta[1,2,3-de]pyrido[2,1-a]isoquinolin-3-one

【CA登记号】

【分子式】C₂₁H₂₁NO

【分子量】303.40388

【元素组成】C 83.13% H 6.98% N 4.62% O 5.27%

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：(II)

By reaction of methyl vinyl ketone (A) with 1,7,8,12b-tetrahydrobenzo[1,2] cyclohepta[3,4,5-d,e]isoquinoline hydrochloride (I) at 100 C to give trans-1,2,4,4a,8,9,13b,14-octahydro-3H-benzo[6,7]cyclopenta[1,2,3-d,e]pyrido[2,1-a]isoquinolin-3-one (II), m.p. 163-5 C, which is alkylated with tert-butyllithium in benzene.

参考文献中间体

合成目标

【1】 Bruderlein, T.F.; Humber, L.G.; N-[(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)methyl]amides. FR 2081498; GB 1341109; US 3657250; US 3914305 .
【2】 Bruderlein, T.F.; et al.; The synthesis and sterreo-chemistry of teclamine hydrochloride, a novel psychotropic agent. Can J Chem 1974, 52, 2119.
【3】 Bruderlein, T.F.; Humber, L.G.; Neuroleptic agents of the benzocycloheptapyridoisoquinoline series. 1. Synthesis and stereochemical ans structural requirements for activity of butaclamol and related compounds. J Med Chem 1975, 18, 2, 186.
【4】 Chatterjee, S.S.; Castaner, J.; Butaclamol. Drugs Fut 1976, 1, 4, 171.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(A)	30324	3-buten-2-one; methyl vinyl ketone	78-94-4	C₄H₆O	详情	详情
(I)	40333	1,7,8,12b-tetrahydrobenzo[6,7]cyclohepta[1,2,3-de]isoquinoline		C₁₇H₁₅N	详情	详情
(II)	40334	(4aS,13bS)-1,2,4,4a,8,9,13b,14-octahydro-3H-benzo[6,7]cyclohepta[1,2,3-de]pyrido[2,1-a]isoquinolin-3-one		C₂₁H₂₁NO	详情	详情

Extended Information