3-(cyclohexylmethyl)-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-2-ol

Base Information

Chemical Name:3-(cyclohexylmethyl)-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-2-ol
CAS No.:120639-04-5
Molecular Formula:C₂₂H₃₃NO₃
Molecular Weight:359.509
Hs Code.:

Synonyms:3-(cyclohexylmethyl)-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-2-ol

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Chemical Property of 3-(cyclohexylmethyl)-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-2-ol

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Technology Process of 3-(cyclohexylmethyl)-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-2-ol

There total 8 articles about 3-(cyclohexylmethyl)-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-2-ol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 72.0%

: 114795-49-2
3-(cyclohexylmethyl)-9,10-dimethoxy-3,4,6,7-tetrahydro-1H-pyrido[2,1-a]isoquinolin-2(11bH)-one

: 120639-04-5
3-(cyclohexylmethyl)-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-2-ol

Guidance literature:: With sodium tetrahydroborate; In ethanol; at 0 ℃; for 2h; Inert atmosphere;
DOI:10.1016/j.bmcl.2011.03.113

Reference yield:

: ethyl 3-(cyclohexylmethyl)-9,10-dimethoxy-2-oxo-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinoline-3-carboxylate

: 120639-04-5
3-(cyclohexylmethyl)-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1: hydrogenchloride / water / 17 h / 115 °C / Inert atmosphere

2: sodium tetrahydroborate / ethanol / 2 h / 0 °C / Inert atmosphere

With hydrogenchloride; sodium tetrahydroborate; In ethanol; water;
DOI:10.1016/j.bmcl.2011.03.113

Reference yield:

: 14028-68-3
ethyl 2-(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)acetate

: 120639-04-5
3-(cyclohexylmethyl)-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-2-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: ethanol / 48 h / 20 °C / Inert atmosphere

2.1: sodium ethanolate / benzene / 78 °C / Inert atmosphere

3.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 0 °C / Inert atmosphere

3.2: 18 h / 20 °C / Inert atmosphere

4.1: hydrogenchloride / water / 17 h / 115 °C / Inert atmosphere

5.1: sodium tetrahydroborate / ethanol / 2 h / 0 °C / Inert atmosphere

With hydrogenchloride; sodium tetrahydroborate; sodium ethanolate; sodium hydride; In ethanol; water; N,N-dimethyl-formamide; benzene; 1.1: Michael condensation / 2.1: Intramolecular Dieckmann condensation;
DOI:10.1016/j.bmcl.2011.03.113