(6R,12bS)-12-benzyl-6-(hydroxymethyl)-1,2,3,6,7,12b-hexahydroindolo[2,3-a]quinolizin-4(12H)-one

Base Information

Chemical Name:(6R,12bS)-12-benzyl-6-(hydroxymethyl)-1,2,3,6,7,12b-hexahydroindolo[2,3-a]quinolizin-4(12H)-one
CAS No.:1360734-87-7
Molecular Formula:C₂₃H₂₄N₂O₂
Molecular Weight:360.456
Hs Code.:

Synonyms:(6R,12bS)-12-benzyl-6-(hydroxymethyl)-1,2,3,6,7,12b-hexahydroindolo[2,3-a]quinolizin-4(12H)-one

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Chemical Property of (6R,12bS)-12-benzyl-6-(hydroxymethyl)-1,2,3,6,7,12b-hexahydroindolo[2,3-a]quinolizin-4(12H)-one

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Technology Process of (6R,12bS)-12-benzyl-6-(hydroxymethyl)-1,2,3,6,7,12b-hexahydroindolo[2,3-a]quinolizin-4(12H)-one

There total 3 articles about (6R,12bS)-12-benzyl-6-(hydroxymethyl)-1,2,3,6,7,12b-hexahydroindolo[2,3-a]quinolizin-4(12H)-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: 80.0%

: (3R,8aR)-3-[(1-benzyl-1H-indol-3-yl)methyl]tetrahydro-2H-oxazolo[3,2-a]pyridin-5(3H)-one

: 1360734-87-7
(6R,12bS)-12-benzyl-6-(hydroxymethyl)-1,2,3,6,7,12b-hexahydroindolo[2,3-a]quinolizin-4(12H)-one

Guidance literature:: With hydrogenchloride; In ethanol; at 20 ℃; for 20h;
DOI:10.3390/molecules21081027

Reference yield: 41.0%

: 100-39-0
benzyl bromide

: 778591-56-3
(6R,12bS)-1,2,3,6,7,12b-hexahydro-6-(hydroxymethyl)indolo[2,3-a]quinolizin-4(12H)-one

: 1360734-87-7
(6R,12bS)-12-benzyl-6-(hydroxymethyl)-1,2,3,6,7,12b-hexahydroindolo[2,3-a]quinolizin-4(12H)-one

Guidance literature:: (6R,12bS)-1,2,3,6,7,12b-hexahydro-6-(hydroxymethyl)indolo[2,3-a]quinolizin-4(12H)-one; With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 1h; Inert atmosphere;

benzyl bromide; In N,N-dimethyl-formamide; for 24h; Inert atmosphere;
DOI:10.1016/j.bmcl.2011.12.071

Reference yield:

: (3R,8aR)-3-((1H-indol-3-yl)methyl)tetrahydro-2H-oxazolo[3,2-a]pyridin-5(3H)-one

: 1360734-87-7
(6R,12bS)-12-benzyl-6-(hydroxymethyl)-1,2,3,6,7,12b-hexahydroindolo[2,3-a]quinolizin-4(12H)-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h

1.2: 1 h / 20 °C

2.1: hydrogenchloride / ethanol / 20 h / 20 °C

With hydrogenchloride; sodium hydride; In ethanol; N,N-dimethyl-formamide;
DOI:10.3390/molecules21081027