(3R,3aR,4R,6aS,8R,9bR)-4-(3,5-dimethoxyphenyl)-3,6,8-trimethyl-2,3a,4,6a,7,8,9,9b-octahydro-3H-benzo[de]quinoline

Base Information

Chemical Name:(3R,3aR,4R,6aS,8R,9bR)-4-(3,5-dimethoxyphenyl)-3,6,8-trimethyl-2,3a,4,6a,7,8,9,9b-octahydro-3H-benzo[de]quinoline
CAS No.:936368-38-6
Molecular Formula:C₂₃H₃₁NO₂
Molecular Weight:353.505
Hs Code.:

Synonyms:(3R,3aR,4R,6aS,8R,9bR)-4-(3,5-dimethoxyphenyl)-3,6,8-trimethyl-2,3a,4,6a,7,8,9,9b-octahydro-3H-benzo[de]quinoline

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Chemical Property of (3R,3aR,4R,6aS,8R,9bR)-4-(3,5-dimethoxyphenyl)-3,6,8-trimethyl-2,3a,4,6a,7,8,9,9b-octahydro-3H-benzo[de]quinoline

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Technology Process of (3R,3aR,4R,6aS,8R,9bR)-4-(3,5-dimethoxyphenyl)-3,6,8-trimethyl-2,3a,4,6a,7,8,9,9b-octahydro-3H-benzo[de]quinoline

There total 14 articles about (3R,3aR,4R,6aS,8R,9bR)-4-(3,5-dimethoxyphenyl)-3,6,8-trimethyl-2,3a,4,6a,7,8,9,9b-octahydro-3H-benzo[de]quinoline 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:

: 942608-90-4
C₂₅H₃₇NO₄

: 936368-38-6
(3R,3aR,4R,6aS,8R,9bR)-4-(3,5-dimethoxyphenyl)-3,6,8-trimethyl-2,3a,4,6a,7,8,9,9b-octahydro-3H-benzo[de]quinoline

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; at 50 ℃; for 2h;
DOI:10.1021/ol070049a

Reference yield:

: 936368-33-1
ethyl (2E,4S,6R,8E)-4-{[tert-butyl(dimethyl)silyl]oxy}-6,9-dimethyl-10-oxodeca-2,8-dienoate

: 936368-38-6
(3R,3aR,4R,6aS,8R,9bR)-4-(3,5-dimethoxyphenyl)-3,6,8-trimethyl-2,3a,4,6a,7,8,9,9b-octahydro-3H-benzo[de]quinoline

Guidance literature:: Multi-step reaction with 10 steps

1.1: potassium tert-butoxide / tetrahydrofuran / 1 h / 20 °C

1.2: tetrahydrofuran / -80 - 0 °C

1.3: CHCl₃ / 2 h / 60 °C

2.1: 1.610 g / diisobutylaluminium hydride / CH₂Cl₂ / -20 - 23 °C

3.1: 94 percent / triethylamine / CH₂Cl₂ / 1 h / 0 °C

4.1: 98 percent / dimethylsulfoxide / 72 h / 50 °C

5.1: lithium diisopropylamide / hexane; tetrahydrofuran / 1 h / -80 °C

5.2: 87 percent / hexane; tetrahydrofuran / 0.5 h / -80 °C

6.1: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0 - 23 °C

7.1: 96 percent / Dess-Martin periodinane / CH₂Cl₂ / 0 - 23 °C

8.1: 94 percent / camphorsulfonic acid / benzene / 10 h / 80 °C

9.1: LiAlH₄ / diethyl ether / 24 h / 23 °C

10.1: 490 mg / aq. HCl / tetrahydrofuran / 2 h / 50 °C

With hydrogenchloride; lithium aluminium tetrahydride; camphor-10-sulfonic acid; potassium tert-butylate; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; Dess-Martin periodane; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; benzene; 7.1: Dess-Martin oxidation;
DOI:10.1021/ol070049a

Reference yield:

: 936368-35-3
ethyl (1S,2S,4aS,6R,8S,8aS)-8-{[tert-butyl(dimethyl)silyl]oxy}-2-(3,5-dimethoxyphenyl)-4,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalene-1-carboxylate

: 936368-38-6
(3R,3aR,4R,6aS,8R,9bR)-4-(3,5-dimethoxyphenyl)-3,6,8-trimethyl-2,3a,4,6a,7,8,9,9b-octahydro-3H-benzo[de]quinoline

Guidance literature:: Multi-step reaction with 9 steps

1.1: 1.610 g / diisobutylaluminium hydride / CH₂Cl₂ / -20 - 23 °C

2.1: 94 percent / triethylamine / CH₂Cl₂ / 1 h / 0 °C

3.1: 98 percent / dimethylsulfoxide / 72 h / 50 °C

4.1: lithium diisopropylamide / hexane; tetrahydrofuran / 1 h / -80 °C

4.2: 87 percent / hexane; tetrahydrofuran / 0.5 h / -80 °C

5.1: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0 - 23 °C

6.1: 96 percent / Dess-Martin periodinane / CH₂Cl₂ / 0 - 23 °C

7.1: 94 percent / camphorsulfonic acid / benzene / 10 h / 80 °C

8.1: LiAlH₄ / diethyl ether / 24 h / 23 °C

9.1: 490 mg / aq. HCl / tetrahydrofuran / 2 h / 50 °C

With hydrogenchloride; lithium aluminium tetrahydride; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; Dess-Martin periodane; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; benzene; 6.1: Dess-Martin oxidation;
DOI:10.1021/ol070049a