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

Base Information

Chemical Name:(3S,3aS,7S,7aS)-7-(tert-Butyl-diphenyl-silanyloxy)-7a-methyl-3-(2-methyl-allyl)-octahydro-inden-4-one
CAS No.:184653-98-3
Molecular Formula:C₃₀H₄₀O₂Si
Molecular Weight:460.732
Hs Code.:

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

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

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

There total 8 articles about (3S,3aS,7S,7aS)-7-(tert-Butyl-diphenyl-silanyloxy)-7a-methyl-3-(2-methyl-allyl)-octahydro-inden-4-one 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: 94.0%

: 184481-13-8
(3S,3aR,7S,7aS)-7-(tert-Butyl-diphenyl-silanyloxy)-7a-methyl-3-(2-methyl-allyl)-octahydro-inden-4-one

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

Guidance literature:: With sodium methylate; In methanol; for 19h; Ambient temperature;
DOI:10.1021/jo961605+

Reference yield:

: 136611-26-2
(S)-4-<(t-butyldiphenylsilyl)oxy>-3-methyl-2-cyclohexenone

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

Guidance literature:: Multi-step reaction with 4 steps

1: 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

2: 82 percent / 80percent CF₃COOH / dioxane; H₂O / 16.5 h / 80 °C

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

4: 94 percent / NaOMe / methanol / 19 h / Ambient temperature

With 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; water;
DOI:10.1021/jo961605+

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 5 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

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; water; N,N-dimethyl-formamide;
DOI:10.1021/jo961605+