(9aR)-3-(2-bromo-4,5-dimethoxyphenyl)-2-(4-methoxyphenyl)-1,6,7,8,9,9a-hexahydroquinolizin-4-one

Base Information

Chemical Name:(9aR)-3-(2-bromo-4,5-dimethoxyphenyl)-2-(4-methoxyphenyl)-1,6,7,8,9,9a-hexahydroquinolizin-4-one
CAS No.:1227366-13-3
Molecular Formula:C₂₄H₂₆BrNO₄
Molecular Weight:472.379
Hs Code.:

Synonyms:(9aR)-3-(2-bromo-4,5-dimethoxyphenyl)-2-(4-methoxyphenyl)-1,6,7,8,9,9a-hexahydroquinolizin-4-one

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Chemical Property of (9aR)-3-(2-bromo-4,5-dimethoxyphenyl)-2-(4-methoxyphenyl)-1,6,7,8,9,9a-hexahydroquinolizin-4-one

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Technology Process of (9aR)-3-(2-bromo-4,5-dimethoxyphenyl)-2-(4-methoxyphenyl)-1,6,7,8,9,9a-hexahydroquinolizin-4-one

There total 4 articles about (9aR)-3-(2-bromo-4,5-dimethoxyphenyl)-2-(4-methoxyphenyl)-1,6,7,8,9,9a-hexahydroquinolizin-4-one 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: 69.0%

: 1227366-14-4
2-(2-bromo-4,5-dimethoxyphenyl)-1-{(2R)-2-[2-(4-methoxyphenyl)-2-oxoethyl]piperidin-1-yl}ethanone

: 1227366-13-3
(9aR)-3-(2-bromo-4,5-dimethoxyphenyl)-2-(4-methoxyphenyl)-1,6,7,8,9,9a-hexahydroquinolizin-4-one

Guidance literature:: With potassium hydroxide; In ethanol; for 1h; Reflux;
DOI:10.1002/ejoc.200901404

Reference yield:

: 1-(4-methoxyphenyl)-2-(1-tert-butoxycarbonylpiperidin-2-yl)ethanone

: 1227366-13-3
(9aR)-3-(2-bromo-4,5-dimethoxyphenyl)-2-(4-methoxyphenyl)-1,6,7,8,9,9a-hexahydroquinolizin-4-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: methanol; chloro-trimethyl-silane / 0 - 20 °C / Inert atmosphere

2.1: O-(benzotriazol-1-yl)-N,N,N,N-tetramethyluroniumhexafluorophosphate; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

2.2: 1 h / 0 - 20 °C / Inert atmosphere

3.1: potassium hydroxide / ethanol / 2 h / Inert atmosphere; Reflux

With methanol; chloro-trimethyl-silane; N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N,N-tetramethyluroniumhexafluorophosphate; potassium hydroxide; In tetrahydrofuran; ethanol;
DOI:10.1016/j.ejmech.2015.01.038

Reference yield:

: 1-(4-methoxyphenyl)-2-(piperidin-2-yl)ethanone hydrochloride

: 1227366-13-3
(9aR)-3-(2-bromo-4,5-dimethoxyphenyl)-2-(4-methoxyphenyl)-1,6,7,8,9,9a-hexahydroquinolizin-4-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: O-(benzotriazol-1-yl)-N,N,N,N-tetramethyluroniumhexafluorophosphate; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

1.2: 1 h / 0 - 20 °C / Inert atmosphere

2.1: potassium hydroxide / ethanol / 2 h / Inert atmosphere; Reflux

With N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N,N-tetramethyluroniumhexafluorophosphate; potassium hydroxide; In tetrahydrofuran; ethanol;
DOI:10.1016/j.ejmech.2015.01.038