(3S,4R,6S)-3,6-Bis-(tert-butyl-dimethyl-silanyloxy)-4-vinyl-cyclohexene

Base Information

Chemical Name:(3S,4R,6S)-3,6-Bis-(tert-butyl-dimethyl-silanyloxy)-4-vinyl-cyclohexene
CAS No.:148903-08-6
Molecular Formula:C₂₀H₄₀O₂Si₂
Molecular Weight:368.707
Hs Code.:

Synonyms:(3S,4R,6S)-3,6-Bis-(tert-butyl-dimethyl-silanyloxy)-4-vinyl-cyclohexene

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3S,4R,6S)-3,6-Bis-(tert-butyl-dimethyl-silanyloxy)-4-vinyl-cyclohexene

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Technology Process of (3S,4R,6S)-3,6-Bis-(tert-butyl-dimethyl-silanyloxy)-4-vinyl-cyclohexene

There total 6 articles about (3S,4R,6S)-3,6-Bis-(tert-butyl-dimethyl-silanyloxy)-4-vinyl-cyclohexene 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%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 148903-07-5
(1S,4S,5R)-5-Vinyl-cyclohex-2-ene-1,4-diol

: 148903-08-6
(3S,4R,6S)-3,6-Bis-(tert-butyl-dimethyl-silanyloxy)-4-vinyl-cyclohexene

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; Ambient temperature;
DOI:10.1039/c39930000614

Reference yield:

: Acetic acid (1S,4R,4aS,5R,6R,8S,8aR)-8-hydroxy-6-vinyl-1,4,4a,5,6,7,8,8a-octahydro-1,4-methano-naphthalen-5-yl ester

: 148903-08-6
(3S,4R,6S)-3,6-Bis-(tert-butyl-dimethyl-silanyloxy)-4-vinyl-cyclohexene

Guidance literature:: Multi-step reaction with 3 steps

1: K₂CO₃ / Ambient temperature

2: 73 percent / diphenyl ether / 0.75 h / Heating

3: 94 percent / imidazole / dimethylformamide / Ambient temperature

With 1H-imidazole; potassium carbonate; In diphenylether; N,N-dimethyl-formamide;
DOI:10.1039/c39930000614

Reference yield:

: 148903-03-1
(-)-(1S,4R,4aS,5S,8aS)-5-acetoxy-1,4,4a,8a-tetrahydro-endo-1,4-methanonaphthalen-8(5H)-one

: 148903-08-6
(3S,4R,6S)-3,6-Bis-(tert-butyl-dimethyl-silanyloxy)-4-vinyl-cyclohexene

Guidance literature:: Multi-step reaction with 5 steps

1: 81 percent / trimethylsilyl chloride (TMSCl), CuBr*Me₂S / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 °C

2: NaBH₄ / methanol / 0 °C

3: K₂CO₃ / Ambient temperature

4: 73 percent / diphenyl ether / 0.75 h / Heating

5: 94 percent / imidazole / dimethylformamide / Ambient temperature

With 1H-imidazole; sodium tetrahydroborate; chloro-trimethyl-silane; copper(I) bromide dimethylsulfide complex; potassium carbonate; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diphenylether; N,N-dimethyl-formamide;
DOI:10.1039/c39930000614