(1R,2R,4aS,8aS)-2,5,5,8a-tetramethyl-1-(4-(trifluoromethyl)benzyl) decahydronaphthalen-2-ol

Base Information

Chemical Name:(1R,2R,4aS,8aS)-2,5,5,8a-tetramethyl-1-(4-(trifluoromethyl)benzyl) decahydronaphthalen-2-ol
CAS No.:1376654-68-0
Molecular Formula:C₂₂H₃₁F₃O
Molecular Weight:368.483
Hs Code.:

Synonyms:(1R,2R,4aS,8aS)-2,5,5,8a-tetramethyl-1-(4-(trifluoromethyl)benzyl) decahydronaphthalen-2-ol

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Chemical Property of (1R,2R,4aS,8aS)-2,5,5,8a-tetramethyl-1-(4-(trifluoromethyl)benzyl) decahydronaphthalen-2-ol

Chemical Property:

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Technology Process of (1R,2R,4aS,8aS)-2,5,5,8a-tetramethyl-1-(4-(trifluoromethyl)benzyl) decahydronaphthalen-2-ol

There total 9 articles about (1R,2R,4aS,8aS)-2,5,5,8a-tetramethyl-1-(4-(trifluoromethyl)benzyl) decahydronaphthalen-2-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: 95.0%

: 402-43-7
p-trifluoromethylphenyl bromide

: 1376654-39-5
borono-sclareolide

: 1376654-68-0
(1R,2R,4aS,8aS)-2,5,5,8a-tetramethyl-1-(4-(trifluoromethyl)benzyl) decahydronaphthalen-2-ol

Guidance literature:: With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; cesium fluoride; In 1,4-dioxane; at 50 ℃; for 12h; Inert atmosphere;
DOI:10.1021/ja303937y

Reference yield: 84.0%

: 402-43-7
p-trifluoromethylphenyl bromide

: (1R,2R,4aS,8aS)-2,5,5,8a-tetramethyl-1-((4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl)decahydronaphthalen-2-yl acetate

: 1376654-68-0
(1R,2R,4aS,8aS)-2,5,5,8a-tetramethyl-1-(4-(trifluoromethyl)benzyl) decahydronaphthalen-2-ol

: 86546-84-1
(5S,8R,10S)-drim-9⁽¹¹⁾-en-8-ol

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium t-butanolate; ruphos; In water; tert-butyl alcohol; at 100 ℃; for 18h; Schlenk technique; Inert atmosphere;
DOI:10.1021/acs.orglett.0c03294

Reference yield:

: (-)-sclareol

: 1376654-68-0
(1R,2R,4aS,8aS)-2,5,5,8a-tetramethyl-1-(4-(trifluoromethyl)benzyl) decahydronaphthalen-2-ol

: 86546-84-1
(5S,8R,10S)-drim-9⁽¹¹⁾-en-8-ol

Guidance literature:: Multi-step reaction with 4 steps

1: potassium permanganate / acetone / 5 h / 0 °C

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 0 - 20 °C

3: copper acetylacetonate; magnesium chloride; lithium hydroxide monohydrate / 1,4-dioxane; N,N-dimethyl-formamide / 0.17 h / 20 °C / Schlenk technique; Inert atmosphere

4: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium t-butanolate; ruphos / water; tert-butyl alcohol / 18 h / 100 °C / Schlenk technique; Inert atmosphere

With dmap; copper acetylacetonate; potassium permanganate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; lithium hydroxide monohydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; magnesium chloride; sodium t-butanolate; ruphos; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol; 3: |Suzuki Coupling / 4: |Suzuki Coupling;
DOI:10.1021/acs.orglett.0c03294