(1S,4R)-3-(2-Benzenesulfinyl-ethyl)-4-(tert-butyl-dimethyl-silanyloxymethyl)-4-methyl-cyclohex-2-enol

Base Information

Chemical Name:(1S,4R)-3-(2-Benzenesulfinyl-ethyl)-4-(tert-butyl-dimethyl-silanyloxymethyl)-4-methyl-cyclohex-2-enol
CAS No.:331627-49-7
Molecular Formula:C₂₂H₃₆O₃SSi
Molecular Weight:408.678
Hs Code.:

Synonyms:(1S,4R)-3-(2-Benzenesulfinyl-ethyl)-4-(tert-butyl-dimethyl-silanyloxymethyl)-4-methyl-cyclohex-2-enol

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Chemical Property of (1S,4R)-3-(2-Benzenesulfinyl-ethyl)-4-(tert-butyl-dimethyl-silanyloxymethyl)-4-methyl-cyclohex-2-enol

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Technology Process of (1S,4R)-3-(2-Benzenesulfinyl-ethyl)-4-(tert-butyl-dimethyl-silanyloxymethyl)-4-methyl-cyclohex-2-enol

There total 6 articles about (1S,4R)-3-(2-Benzenesulfinyl-ethyl)-4-(tert-butyl-dimethyl-silanyloxymethyl)-4-methyl-cyclohex-2-enol 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: 97.0%

: 331627-59-9
(1S,4R)-4-tert-butyldimethylsilyloxymethyl-4-methyl-3-(2-phenylthioethyl)-2-cyclohexenol

: 331627-49-7
(1S,4R)-3-(2-Benzenesulfinyl-ethyl)-4-(tert-butyl-dimethyl-silanyloxymethyl)-4-methyl-cyclohex-2-enol

Guidance literature:: With disodium hydrogenphosphate; 3-chloro-benzenecarboperoxoic acid; In chloroform; at -42 ℃; for 0.5h;
DOI:10.1021/jo0015772

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 331627-49-7
(1S,4R)-3-(2-Benzenesulfinyl-ethyl)-4-(tert-butyl-dimethyl-silanyloxymethyl)-4-methyl-cyclohex-2-enol

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / imidazole / dimethylformamide / 10 h / 20 °C

2: 21.6 g / tetrahydrofuran / 6 h / 0 °C

3: 93 percent / Et₃N / benzene / 1 h / 20 °C

4: 8.75 g / DIBAL-H / toluene / 0.5 h / -78 °C

5: 97 percent / m-CPBA; Na₂HPO₄ / CHCl₃ / 0.5 h / -42 °C

With 1H-imidazole; disodium hydrogenphosphate; diisobutylaluminium hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; chloroform; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1021/jo0015772

Reference yield:

: 252979-17-2
(S)-6-hydroxymethyl-3-(methoxymethoxy)-6-methyl-2-cyclohexenone

: 331627-49-7
(1S,4R)-3-(2-Benzenesulfinyl-ethyl)-4-(tert-butyl-dimethyl-silanyloxymethyl)-4-methyl-cyclohex-2-enol

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / imidazole / dimethylformamide / 10 h / 20 °C

2: 21.6 g / tetrahydrofuran / 6 h / 0 °C

3: 93 percent / Et₃N / benzene / 1 h / 20 °C

4: 8.75 g / DIBAL-H / toluene / 0.5 h / -78 °C

5: 97 percent / m-CPBA; Na₂HPO₄ / CHCl₃ / 0.5 h / -42 °C

With 1H-imidazole; disodium hydrogenphosphate; diisobutylaluminium hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; chloroform; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1021/jo0015772