cis-4-<(tert-butyldimethylsilyl)oxy>-3-hydroxy-1-(phenylsulfonyl)-2-(2'-propenyl)cyclohexene

Base Information

Chemical Name:cis-4-<(tert-butyldimethylsilyl)oxy>-3-hydroxy-1-(phenylsulfonyl)-2-(2'-propenyl)cyclohexene
CAS No.:105728-97-0
Molecular Formula:C₂₁H₃₂O₄SSi
Molecular Weight:408.634
Hs Code.:

Synonyms:cis-4-<(tert-butyldimethylsilyl)oxy>-3-hydroxy-1-(phenylsulfonyl)-2-(2'-propenyl)cyclohexene

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Chemical Property of cis-4-<(tert-butyldimethylsilyl)oxy>-3-hydroxy-1-(phenylsulfonyl)-2-(2'-propenyl)cyclohexene

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Technology Process of cis-4-<(tert-butyldimethylsilyl)oxy>-3-hydroxy-1-(phenylsulfonyl)-2-(2'-propenyl)cyclohexene

There total 3 articles about cis-4-<(tert-butyldimethylsilyl)oxy>-3-hydroxy-1-(phenylsulfonyl)-2-(2'-propenyl)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: 95.0%

: 105728-96-9
6-<(tert-butyldimethylsilyl)oxy>-3-(phenylsulfonyl)-2-(2'-propenyl)cyclohex-2-enone

: 105728-97-0
cis-4-<(tert-butyldimethylsilyl)oxy>-3-hydroxy-1-(phenylsulfonyl)-2-(2'-propenyl)cyclohexene

Guidance literature:: With sodium tetrahydroborate; cerium(III) chloride; In methanol; dichloromethane; at -20 - 0 ℃; for 0.5h;
DOI:10.1021/jo00379a038

Reference yield: 8.0%

: 105728-96-9
6-<(tert-butyldimethylsilyl)oxy>-3-(phenylsulfonyl)-2-(2'-propenyl)cyclohex-2-enone

: 105728-97-0
cis-4-<(tert-butyldimethylsilyl)oxy>-3-hydroxy-1-(phenylsulfonyl)-2-(2'-propenyl)cyclohexene

: trans-4-<(tert-butyldimethylsilyl)oxy>-3-hydroxy-1-(phenylsulfonyl)-2-(2'-propenyl)cyclohexene

Guidance literature:: With sodium tetrahydroborate; cerium(III) chloride; In methanol; dichloromethane; at -20 ℃; for 0.25h;
DOI:10.1021/jo00255a008

Reference yield:

: 115961-01-8
3-<(tert-butyldimethylsilyl)oxy>-1-(phenylsulfonyl)-2-(2'-propenyl)-1,3-cyclohexadiene

: 105728-97-0
cis-4-<(tert-butyldimethylsilyl)oxy>-3-hydroxy-1-(phenylsulfonyl)-2-(2'-propenyl)cyclohexene

Guidance literature:: Multi-step reaction with 2 steps

1: m-chloroperbenzoic acid (MCPBA) / CH₂Cl₂ / 2 h / -78 - 25 °C

2: 95 percent / CeCl₃, NaBH₄ / CH₂Cl₂; methanol / 0.5 h / -20 - 0 °C

With sodium tetrahydroborate; cerium(III) chloride; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane;
DOI:10.1021/jo00379a038