trans-7,10-dimethoxy-4-benzyl-1,2,3,4,4a,5,6,10b-octahydrobenzoquinoline

Base Information

• Chemical Name: trans-7,10-dimethoxy-4-benzyl-1,2,3,4,4a,5,6,10b-octahydrobenzoquinoline
• CAS No.: 79381-15-0
• Molecular Formula: C₂₂H₂₇NO₂
• Molecular Weight: 337.462

Synonyms:trans-7,10-dimethoxy-4-benzyl-1,2,3,4,4a,5,6,10b-octahydrobenzoquinoline

Chemical Property of trans-7,10-dimethoxy-4-benzyl-1,2,3,4,4a,5,6,10b-octahydrobenzoquinoline

Chemical Property:

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Technology Process of trans-7,10-dimethoxy-4-benzyl-1,2,3,4,4a,5,6,10b-octahydrobenzoquinoline

There total 8 articles about trans-7,10-dimethoxy-4-benzyl-1,2,3,4,4a,5,6,10b-octahydrobenzoquinoline 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: 56.0%

7,10-dimethoxy-4-benzyl-1,4,5,6-tetrahydrobenzoquinoline (104465-12-5) → trans-7,10-dimethoxy-4-benzyl-1,2,3,4,4a,5,6,10b-octahydrobenzoquinoline (79381-15-0) + cis-7,10-dimethoxy-4-benzyl-1,2,3,4,4a,5,6,10b-octahydrobenzoquinoline (79381-14-9)

Guidance literature:

With sodium cyanoborohydride; In acetonitrile; for 24h; Ambient temperature;

DOI:10.1021/jm00162a017

Reference yield: 0.5%

(7,10-Dimethoxy-2,3,4a,5,6,10b-hexahydro-1H-benzo[f]quinolin-4-yl)-phenyl-methanone → trans-7,10-dimethoxy-4-benzyl-1,2,3,4,4a,5,6,10b-octahydrobenzoquinoline (79381-15-0) + cis-7,10-dimethoxy-4-benzyl-1,2,3,4,4a,5,6,10b-octahydrobenzoquinoline (79381-14-9)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether;

DOI:10.1021/jm00144a012

Reference yield:

5,8-dimethoxy-2-tetralone (37464-90-7) → trans-7,10-dimethoxy-4-benzyl-1,2,3,4,4a,5,6,10b-octahydrobenzoquinoline (79381-15-0)

Guidance literature:

Multi-step reaction with 5 steps

1: p-toluenesulfonic acid / benzene / Heating

2: p-toluenesulfonic acid / benzene / 2 h / 80 - 140 °C

3: 1.) NaH / 1.) 1,3-dimethoxyethane, reflux, 3 h, 2.) 1,3-dimethoxyethane, reflux, overnight

4: 100 percent / sodium bis(2-methoxyethoxy)aluminum hydride / benzene / 6 h / Heating

5: 3 percent / NaBH₃CN / acetonitrile / 24 h / Ambient temperature

With sodium hydride; sodium cyanoborohydride; toluene-4-sulfonic acid; sodium bis(2-methoxyethoxy)aluminium dihydride; In acetonitrile; benzene;

DOI:10.1021/jm00162a017

upstream raw materials:

7,10-dimethoxy-4-benzyl-1,4,5,6-tetrahydrobenzoquinoline

5,8-dimethoxy-2-tetralone

7,10-dimethoxy-1,4,5,6-tetrahydrobenzoquinolin-3(2H)-one

1-(5,8-Dimethoxy-3,4-dihydro-naphthalen-2-yl)-pyrrolidine

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