(3S,3aS,4R,7S,7aS)-7-(tert-Butyl-diphenyl-silanyloxy)-4,7a-dimethyl-3-(2-methyl-allyl)-octahydro-inden-4-ol

Base Information

Chemical Name:(3S,3aS,4R,7S,7aS)-7-(tert-Butyl-diphenyl-silanyloxy)-4,7a-dimethyl-3-(2-methyl-allyl)-octahydro-inden-4-ol
CAS No.:184481-14-9
Molecular Formula:C₃₁H₄₄O₂Si
Molecular Weight:476.775
Hs Code.:

Synonyms:(3S,3aS,4R,7S,7aS)-7-(tert-Butyl-diphenyl-silanyloxy)-4,7a-dimethyl-3-(2-methyl-allyl)-octahydro-inden-4-ol

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Chemical Property of (3S,3aS,4R,7S,7aS)-7-(tert-Butyl-diphenyl-silanyloxy)-4,7a-dimethyl-3-(2-methyl-allyl)-octahydro-inden-4-ol

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Technology Process of (3S,3aS,4R,7S,7aS)-7-(tert-Butyl-diphenyl-silanyloxy)-4,7a-dimethyl-3-(2-methyl-allyl)-octahydro-inden-4-ol

There total 9 articles about (3S,3aS,4R,7S,7aS)-7-(tert-Butyl-diphenyl-silanyloxy)-4,7a-dimethyl-3-(2-methyl-allyl)-octahydro-inden-4-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: 87.0%

: 917-54-4
methyllithium

: 184653-98-3
(3S,3aS,7S,7aS)-7-(tert-Butyl-diphenyl-silanyloxy)-7a-methyl-3-(2-methyl-allyl)-octahydro-inden-4-one

: 184481-14-9
(3S,3aS,4R,7S,7aS)-7-(tert-Butyl-diphenyl-silanyloxy)-4,7a-dimethyl-3-(2-methyl-allyl)-octahydro-inden-4-ol

Guidance literature:: In diethyl ether; at -20 - -5 ℃; for 1.5h;
DOI:10.1021/jo961605+

Reference yield:

: 57356-77-1
4-acetoxy-3-methyl-2-cyclohexen-1-one

: 184481-14-9
(3S,3aS,4R,7S,7aS)-7-(tert-Butyl-diphenyl-silanyloxy)-4,7a-dimethyl-3-(2-methyl-allyl)-octahydro-inden-4-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 13 percent / EtONa / ethanol / Ambient temperature

2: 3-chloroperoxypenzoic acid

With sodium ethanolate; 3-chloro-benzenecarboperoxoic acid; In ethanol;
DOI:10.1021/jo960598m

Reference yield:

: 136658-05-4
(S)-4-hydroxy-3-methyl-cyclohex-2-en-1-one

: 184481-14-9
(3S,3aS,4R,7S,7aS)-7-(tert-Butyl-diphenyl-silanyloxy)-4,7a-dimethyl-3-(2-methyl-allyl)-octahydro-inden-4-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 1.2 g / imidazole / dimethylformamide / 15 h / Ambient temperature

2: 1.) CuBr*Me₂S, HMPA, TMSCl, 2.) NH₄Cl, NH₄OH, pH 8-9 / 1.) THF, -78 deg C, 3 h; -78 deg C to -50 deg C, 2.5 h, 2.) H₂O, Et₂O

3: 82 percent / 80percent CF₃COOH / dioxane; H₂O / 16.5 h / 80 °C

4: 1.) TMSBr, 2.) NH₄OH, NH₄Cl, pH 8-9 / 1.) THF, -78 deg C, 5.5 h, 2.) H₂O, room temperature

5: 94 percent / NaOMe / methanol / 19 h / Ambient temperature

6: 87 percent / diethyl ether / 1.5 h / -20 - -5 °C

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; ammonium hydroxide; chloro-trimethyl-silane; copper(I) bromide dimethylsulfide complex; trimethylsilyl bromide; sodium methylate; ammonium chloride; trifluoroacetic acid; In 1,4-dioxane; methanol; diethyl ether; water; N,N-dimethyl-formamide;
DOI:10.1021/jo961605+