[3S,7R,(-)]-7-Ethyl-1,4,5,6,7,8,9,10-octahydro-10-methyl-2H-3,7-methanoazacycloundecino[5,4-b]indole

Base Information

Chemical Name:[3S,7R,(-)]-7-Ethyl-1,4,5,6,7,8,9,10-octahydro-10-methyl-2H-3,7-methanoazacycloundecino[5,4-b]indole
CAS No.:2671-48-9
Molecular Formula:C20H28N2
Molecular Weight:296.45
Hs Code.:
Mol file:2671-48-9.mol

Synonyms:[3S,7R,(-)]-7-Ethyl-1,4,5,6,7,8,9,10-octahydro-10-methyl-2H-3,7-methanoazacycloundecino[5,4-b]indole;N-Methyl-(-)-quebrachamine

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Chemical Property of [3S,7R,(-)]-7-Ethyl-1,4,5,6,7,8,9,10-octahydro-10-methyl-2H-3,7-methanoazacycloundecino[5,4-b]indole

Chemical Property:

PSA：8.17000
LogP:4.09710

Purity/Quality:

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Technology Process of [3S,7R,(-)]-7-Ethyl-1,4,5,6,7,8,9,10-octahydro-10-methyl-2H-3,7-methanoazacycloundecino[5,4-b]indole

There total 10 articles about [3S,7R,(-)]-7-Ethyl-1,4,5,6,7,8,9,10-octahydro-10-methyl-2H-3,7-methanoazacycloundecino[5,4-b]indole 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: 78.0%

: 4850-21-9
quebrachamine

: 74-88-4
methyl iodide

: 2671-48-9
(-)-N-methylquebrachamine

Guidance literature:: quebrachamine; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.5h; Inert atmosphere;

methyl iodide;

In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 15h; Inert atmosphere;
DOI:10.1021/acs.orglett.7b01292

Reference yield: 61.0%

: (±)-vincaminorine

: 2671-48-9,14426-65-4
(±)-N-methylquebrachamine

Guidance literature:: With hydrogenchloride; In water; at 90 ℃; Inert atmosphere;
DOI:10.1002/anie.201605503

Reference yield:

: 3-ethyl-1-(2-(1-methyl-1H-indol-3-yl)ethyl)piperidin-2-one

: 2671-48-9,14426-65-4
(±)-N-methylquebrachamine

Guidance literature:: Multi-step reaction with 5 steps

1.1: tris(bipyridine)ruthenium(II) dichloride hexahydrate; N,N-diphenyl-4-methoxyaniline / N,N-dimethyl-formamide / 12 h / 20 °C / Inert atmosphere

2.1: palladium 10% on activated carbon; hydrogen / ethanol / 1 h / 20 °C / Inert atmosphere

3.1: C₂H₆ClN*ClH; formaldehyd; sodium acetate; acetic acid / ethanol; water / 4 h / 0 - 20 °C / Inert atmosphere

4.1: bis(triphenylphosphine)carbonyliridium(I) chloride; 1,1,3,3-tetramethyldisilazane / toluene / 20 °C / Inert atmosphere

4.2: 20 °C / Inert atmosphere

5.1: hydrogenchloride / water / 90 °C / Inert atmosphere

With hydrogenchloride; formaldehyd; bis(triphenylphosphine)carbonyliridium(I) chloride; tris(bipyridine)ruthenium(II) dichloride hexahydrate; palladium 10% on activated carbon; N,N-diphenyl-4-methoxyaniline; C₂H₆ClN*ClH; hydrogen; sodium acetate; acetic acid; 1,1,3,3-tetramethyldisilazane; In ethanol; water; N,N-dimethyl-formamide; toluene;
DOI:10.1002/anie.201605503