(1R,2R,4aS,8aS)-1-(2,5-Dimethoxy-benzyl)-1,2,4a-trimethyl-5-methylene-decahydro-naphthalene

Base Information

Chemical Name:(1R,2R,4aS,8aS)-1-(2,5-Dimethoxy-benzyl)-1,2,4a-trimethyl-5-methylene-decahydro-naphthalene
CAS No.:237735-96-5
Molecular Formula:C₂₃H₃₄O₂
Molecular Weight:342.522
Hs Code.:

Synonyms:(1R,2R,4aS,8aS)-1-(2,5-Dimethoxy-benzyl)-1,2,4a-trimethyl-5-methylene-decahydro-naphthalene

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Chemical Property of (1R,2R,4aS,8aS)-1-(2,5-Dimethoxy-benzyl)-1,2,4a-trimethyl-5-methylene-decahydro-naphthalene

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Technology Process of (1R,2R,4aS,8aS)-1-(2,5-Dimethoxy-benzyl)-1,2,4a-trimethyl-5-methylene-decahydro-naphthalene

There total 5 articles about (1R,2R,4aS,8aS)-1-(2,5-Dimethoxy-benzyl)-1,2,4a-trimethyl-5-methylene-decahydro-naphthalene 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: 83.0%

: 237735-95-4
(4aS,5R,6R,8aS)-5-(2,5-Dimethoxy-benzyl)-5,6,8a-trimethyl-octahydro-naphthalen-1-one

: 74-95-3
1,1-dibromomethane

: 237735-96-5
(1R,2R,4aS,8aS)-1-(2,5-Dimethoxy-benzyl)-1,2,4a-trimethyl-5-methylene-decahydro-naphthalene

Guidance literature:: With titanium tetrachloride; zinc; In tetrahydrofuran; dichloromethane; for 0.5h; Ambient temperature;
DOI:10.1016/S0040-4039(99)00686-3

Reference yield:

: 41722-49-0
(S)-1,4a-dimethyl-4,4a,7,8-tetrahydronaphthalene-2,5(3H,6H)-dione

: 237735-96-5
(1R,2R,4aS,8aS)-1-(2,5-Dimethoxy-benzyl)-1,2,4a-trimethyl-5-methylene-decahydro-naphthalene

Guidance literature:: Multi-step reaction with 6 steps

1: 79 percent / 2-ethyl-2-methyl-1,3-dioxolane, D-CSA / 3 h / 60 °C

2: 80 percent / Li, NH₃ / tetrahydrofuran / 3 h / -35 °C

3: 70 percent / n-BuLi / dioxane / 24 h / 110 °C

4: 27 percent / H₂ / Raney Ni / ethanol / 10 h / Ambient temperature

5: 89 percent / 1N HCl / tetrahydrofuran / 1 h / Ambient temperature

6: 83 percent / Zn, TiCl₄ / tetrahydrofuran; CH₂Cl₂ / 0.5 h / Ambient temperature

With 2-ethyl-2-methyl-1,3-dioxolane; hydrogenchloride; n-butyllithium; (1S)-10-camphorsulfonic acid; ammonia; hydrogen; titanium tetrachloride; lithium; zinc; nickel; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane;
DOI:10.1016/S0040-4039(99)00686-3

Reference yield:

: 184485-46-9
(1S,4aS)-(+)-trans-1α-[(2,5-dimethoxyphenyl)methyl]-1β,4aβ-dimethyl-5-(2-methyl-1,3-dioxolan-2-yl)-hexahydro-2,5(3H,6H)-naphthalenedione

: 237735-96-5
(1R,2R,4aS,8aS)-1-(2,5-Dimethoxy-benzyl)-1,2,4a-trimethyl-5-methylene-decahydro-naphthalene

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / n-BuLi / dioxane / 24 h / 110 °C

2: 27 percent / H₂ / Raney Ni / ethanol / 10 h / Ambient temperature

3: 89 percent / 1N HCl / tetrahydrofuran / 1 h / Ambient temperature

4: 83 percent / Zn, TiCl₄ / tetrahydrofuran; CH₂Cl₂ / 0.5 h / Ambient temperature

With hydrogenchloride; n-butyllithium; hydrogen; titanium tetrachloride; zinc; nickel; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane;
DOI:10.1016/S0040-4039(99)00686-3