(4S,6R,10R,12S,13S)-9-Benzenesulfonyl-3,4,12,13-tetrakis-(tert-butyl-dimethyl-silanyloxy)-14,14-diethoxy-2,6,10-trimethyl-pentadec-1-en-8-ol

Base Information

Chemical Name:(4S,6R,10R,12S,13S)-9-Benzenesulfonyl-3,4,12,13-tetrakis-(tert-butyl-dimethyl-silanyloxy)-14,14-diethoxy-2,6,10-trimethyl-pentadec-1-en-8-ol
CAS No.:335634-69-0
Molecular Formula:C₅₂H₁₀₄O₉SSi₄
Molecular Weight:1017.8
Hs Code.:

Synonyms:(4S,6R,10R,12S,13S)-9-Benzenesulfonyl-3,4,12,13-tetrakis-(tert-butyl-dimethyl-silanyloxy)-14,14-diethoxy-2,6,10-trimethyl-pentadec-1-en-8-ol

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Chemical Property of (4S,6R,10R,12S,13S)-9-Benzenesulfonyl-3,4,12,13-tetrakis-(tert-butyl-dimethyl-silanyloxy)-14,14-diethoxy-2,6,10-trimethyl-pentadec-1-en-8-ol

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Technology Process of (4S,6R,10R,12S,13S)-9-Benzenesulfonyl-3,4,12,13-tetrakis-(tert-butyl-dimethyl-silanyloxy)-14,14-diethoxy-2,6,10-trimethyl-pentadec-1-en-8-ol

There total 10 articles about (4S,6R,10R,12S,13S)-9-Benzenesulfonyl-3,4,12,13-tetrakis-(tert-butyl-dimethyl-silanyloxy)-14,14-diethoxy-2,6,10-trimethyl-pentadec-1-en-8-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: 80.0%

: 335101-24-1
(3S,5S)-5,6-di[(tert-butyldimethylsilyl)oxy]-3,7-dimethyl-7-octenal

: 335101-22-9
(2R,4S,5S)-4,5-di[(tert-butyldimethylsilyl)oxy]-6,6-diethyloxy-1-(phenylsulfonyl)-2-methylheptane

: 335634-69-0
(4S,6R,10R,12S,13S)-9-Benzenesulfonyl-3,4,12,13-tetrakis-(tert-butyl-dimethyl-silanyloxy)-14,14-diethoxy-2,6,10-trimethyl-pentadec-1-en-8-ol

Guidance literature:: (2R,4S,5S)-4,5-di[(tert-butyldimethylsilyl)oxy]-6,6-diethyloxy-1-(phenylsulfonyl)-2-methylheptane; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;

(3S,5S)-5,6-di[(tert-butyldimethylsilyl)oxy]-3,7-dimethyl-7-octenal; In tetrahydrofuran; at -78 ℃; for 2.5h; Further stages.;
DOI:10.1021/ol007016e

Reference yield:

: 335101-32-1
(2R,4S,5S)-4,5-di[(tert-butyldimethylsilyl)oxy]-2-methyl-6-oxy-heptaldehyde

: 335634-69-0
(4S,6R,10R,12S,13S)-9-Benzenesulfonyl-3,4,12,13-tetrakis-(tert-butyl-dimethyl-silanyloxy)-14,14-diethoxy-2,6,10-trimethyl-pentadec-1-en-8-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 80 percent / NaBH₄ / ethanol; CH₂Cl₂ / 1 h / -78 °C

2: triphenylphosphine; imidazole; I₂ / toluene / 1 h / 0 °C

3: dimethylformamide / 12 h

4: 64 percent / p-toluene sulfonic acid / ethanol / 1.5 h / Heating

5: n-BuLi / tetrahydrofuran; petroleum ether / 2.5 h / -78 °C

With 1H-imidazole; sodium tetrahydroborate; n-butyllithium; iodine; toluene-4-sulfonic acid; triphenylphosphine; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; Petroleum ether;
DOI:10.1016/S0040-4020(02)00059-5

Reference yield:

: 443883-61-2
(2R,4S,5S)-4,5-di[(tert-butyldimethylsilyl)oxy]-1-(phenylsulfonyl)-2-methylheptan-6-one

: 335634-69-0
(4S,6R,10R,12S,13S)-9-Benzenesulfonyl-3,4,12,13-tetrakis-(tert-butyl-dimethyl-silanyloxy)-14,14-diethoxy-2,6,10-trimethyl-pentadec-1-en-8-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 64 percent / p-toluene sulfonic acid / ethanol / 1.5 h / Heating

2: n-BuLi / tetrahydrofuran; petroleum ether / 2.5 h / -78 °C

With n-butyllithium; toluene-4-sulfonic acid; In tetrahydrofuran; ethanol; Petroleum ether;
DOI:10.1016/S0040-4020(02)00059-5