(4aR,6R,8aR)-4a-(3,4-Dimethoxy-phenyl)-2-methyl-decahydro-isoquinolin-6-ol

Base Information

Chemical Name:(4aR,6R,8aR)-4a-(3,4-Dimethoxy-phenyl)-2-methyl-decahydro-isoquinolin-6-ol
CAS No.:99809-90-2
Molecular Formula:C₁₈H₂₇NO₃
Molecular Weight:305.417
Hs Code.:

Synonyms:(4aR,6R,8aR)-4a-(3,4-Dimethoxy-phenyl)-2-methyl-decahydro-isoquinolin-6-ol

Suppliers and Price of (4aR,6R,8aR)-4a-(3,4-Dimethoxy-phenyl)-2-methyl-decahydro-isoquinolin-6-ol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (4aR,6R,8aR)-4a-(3,4-Dimethoxy-phenyl)-2-methyl-decahydro-isoquinolin-6-ol

Chemical Property:

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Technology Process of (4aR,6R,8aR)-4a-(3,4-Dimethoxy-phenyl)-2-methyl-decahydro-isoquinolin-6-ol

There total 15 articles about (4aR,6R,8aR)-4a-(3,4-Dimethoxy-phenyl)-2-methyl-decahydro-isoquinolin-6-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: 64.0%

: 99809-87-7
(4aR,6S,8aS)-4a-(3,4-Dimethoxy-phenyl)-octahydro-isoquinoline-2,6-dicarboxylic acid 2-methyl ester

: 99809-90-2
(4aR,6R,8aR)-4a-(3,4-Dimethoxy-phenyl)-2-methyl-decahydro-isoquinolin-6-ol

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; for 14h; Ambient temperature;
DOI:10.1021/jo00354a035

Reference yield: 64.0%

: 97579-68-5,99809-87-7
(4aS,6R,8aR)-4a-(3,4-Dimethoxy-phenyl)-6-formyloxy-octahydro-isoquinoline-2-carboxylic acid methyl ester

: 97579-72-1,99809-90-2
(4aR,6S,8aS)-4a-(3,4-Dimethoxy-phenyl)-2-methyl-decahydro-isoquinolin-6-ol

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran;
DOI:10.1016/S0040-4039(00)98544-7

Reference yield:

: 67409-10-3
ethyl (E)-3-(3,4-dimethoxyphenyl)-2-butenoate

: 99809-90-2
(4aR,6R,8aR)-4a-(3,4-Dimethoxy-phenyl)-2-methyl-decahydro-isoquinolin-6-ol

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) n-BuLi, diisopropylamine / 1.) hexane, THF, -78 deg C, 0.5 h, 2.) hexane, THF, RT, 1 h

2: 90 percent / LiAlH₄ / diethyl ether / 2 h / 0 °C

3: 73 percent / triphenylphosphine, diisopropyl azodicarboxylate / tetrahydrofuran / 14 h / Ambient temperature

4: hydrazine hydrate / ethanol / 3 h / Heating

5: Et₃N / CH₂Cl₂ / 1 h / Ambient temperature

6: 56 percent / Cs₂CO₃ / tetrahydrofuran / 15 h / Ambient temperature

7: 73.6 percent / 2 h / Ambient temperature

8: 64 percent / LiAlH₄ / tetrahydrofuran / 14 h / Ambient temperature

With lithium aluminium tetrahydride; n-butyllithium; di-isopropyl azodicarboxylate; caesium carbonate; hydrazine hydrate; triethylamine; diisopropylamine; triphenylphosphine; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane;
DOI:10.1021/jo00354a035