(-)-(4aS,8aR)-3-(2-ethyl-1,2,3,4,4a,5,6,7,8,8aα-decahydro-4aβ-isoquinolinyl)phenol

Base Information

Chemical Name:(-)-(4aS,8aR)-3-(2-ethyl-1,2,3,4,4a,5,6,7,8,8aα-decahydro-4aβ-isoquinolinyl)phenol
CAS No.:111766-04-2
Molecular Formula:C₁₇H₂₅NO
Molecular Weight:259.392
Hs Code.:

Synonyms:(-)-(4aS,8aR)-3-(2-ethyl-1,2,3,4,4a,5,6,7,8,8aα-decahydro-4aβ-isoquinolinyl)phenol

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Chemical Property of (-)-(4aS,8aR)-3-(2-ethyl-1,2,3,4,4a,5,6,7,8,8aα-decahydro-4aβ-isoquinolinyl)phenol

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Technology Process of (-)-(4aS,8aR)-3-(2-ethyl-1,2,3,4,4a,5,6,7,8,8aα-decahydro-4aβ-isoquinolinyl)phenol

There total 4 articles about (-)-(4aS,8aR)-3-(2-ethyl-1,2,3,4,4a,5,6,7,8,8aα-decahydro-4aβ-isoquinolinyl)phenol 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: 73.0%

: 111766-01-9
(-)-(4aS,8aR)-3-(1,2,3,4,4a,5,6,7,8,8aα-decahydroisoquinolinyl)phenol

: 75-03-6
ethyl iodide

: 111766-04-2
(-)-(4aS,8aR)-3-(2-ethyl-1,2,3,4,4a,5,6,7,8,8aα-decahydro-4aβ-isoquinolinyl)phenol

Guidance literature:: With sodium hydrogencarbonate; In N,N-dimethyl-formamide; for 1h; Heating;
DOI:10.1021/jm00398a011

Reference yield:

: 102538-22-7
(4aS,8aS)-4a-(3-Methoxy-phenyl)-octahydro-isoquinoline-2-carboxylic acid vinyl ester

: 111766-04-2
(-)-(4aS,8aR)-3-(2-ethyl-1,2,3,4,4a,5,6,7,8,8aα-decahydro-4aβ-isoquinolinyl)phenol

Guidance literature:: Multi-step reaction with 4 steps

1: 52 percent / Red-Al / toluene / 1 h / 90 °C

2: 1.) phenyl chloroformate, 2.) aq. KOH / 1.) dichloromethane, reflux, 4 h, 2.) ethanol, reflux, 66 h

3: 91 percent / aq. hydrobromic acid / acetic acid / 18 h / Heating

4: 73 percent / NaHCO₃ / dimethylformamide / 1 h / Heating

With potassium hydroxide; hydrogen bromide; sodium hydrogencarbonate; phenyl chloroformate; sodium bis(2-methoxyethoxy)aluminium dihydride; In acetic acid; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm00398a011

Reference yield:

: 111765-99-2
(-)-(4aS,8aR)-4aβ-(3-methoxyphenyl)-1,2,3,4,4a,5,6,7,8,8aα-decahydroisoquinoline

: 111766-04-2
(-)-(4aS,8aR)-3-(2-ethyl-1,2,3,4,4a,5,6,7,8,8aα-decahydro-4aβ-isoquinolinyl)phenol

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / aq. hydrobromic acid / acetic acid / 18 h / Heating

2: 73 percent / NaHCO₃ / dimethylformamide / 1 h / Heating

With hydrogen bromide; sodium hydrogencarbonate; In acetic acid; N,N-dimethyl-formamide;
DOI:10.1021/jm00398a011