4-[(Z)-3-tert-Butyldimethylsiloxy-4,4-dimethyl-6-(phenylsulfonyl)hex-1-enyl]-4-methylcyclohexa-2,5-dienone

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Chemical Name:4-[(Z)-3-tert-Butyldimethylsiloxy-4,4-dimethyl-6-(phenylsulfonyl)hex-1-enyl]-4-methylcyclohexa-2,5-dienone
CAS No.:181576-45-4
Molecular Formula:C₂₇H₄₀O₄SSi
Molecular Weight:488.764
Hs Code.:

Synonyms:4-[(Z)-3-tert-Butyldimethylsiloxy-4,4-dimethyl-6-(phenylsulfonyl)hex-1-enyl]-4-methylcyclohexa-2,5-dienone

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Chemical Property of 4-[(Z)-3-tert-Butyldimethylsiloxy-4,4-dimethyl-6-(phenylsulfonyl)hex-1-enyl]-4-methylcyclohexa-2,5-dienone

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Technology Process of 4-[(Z)-3-tert-Butyldimethylsiloxy-4,4-dimethyl-6-(phenylsulfonyl)hex-1-enyl]-4-methylcyclohexa-2,5-dienone

There total 7 articles about 4-[(Z)-3-tert-Butyldimethylsiloxy-4,4-dimethyl-6-(phenylsulfonyl)hex-1-enyl]-4-methylcyclohexa-2,5-dienone 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: 88.0%

: 181576-44-3
3-[(Z)-3-tert-Butyldimethylsiloxy-4,4-dimethyl-6-(phenylsulfonyl)hex-1-enyl]-3-methylcyclohexa-1,4-diene

: 181576-45-4
4-[(Z)-3-tert-Butyldimethylsiloxy-4,4-dimethyl-6-(phenylsulfonyl)hex-1-enyl]-4-methylcyclohexa-2,5-dienone

Guidance literature:: With 4-methylmorpholine N-oxide; tetrapropylammonium perruthennate; In acetonitrile; at 20 ℃; for 18h;
DOI:10.1039/a904484a

Reference yield:

: 100366-95-8
3,3-dimethyl-4,4-(ethylenedioxy)-1-butanol

: 181576-45-4
4-[(Z)-3-tert-Butyldimethylsiloxy-4,4-dimethyl-6-(phenylsulfonyl)hex-1-enyl]-4-methylcyclohexa-2,5-dienone

Guidance literature:: Multi-step reaction with 6 steps

1: 84 percent / (Bu)3P / pyridine / 12 h / 20 °C

2: 95 percent / AcOH; H₂O / 5 h / 50 °C

3: 81 percent / t-BuLi / tetrahydrofuran; pentane / 0.5 h / -78 °C

4: 100 percent / MCPBA / CHCl₃ / 0.67 h / 0 - 20 °C

5: 97 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 20 °C

6: 88 percent / 4-methylmorpholine N-oxide / tetrapropylammonium perruthenate / acetonitrile / 18 h / 20 °C

With 2,6-dimethylpyridine; tributylphosphine; water; tert.-butyl lithium; acetic acid; 4-methylmorpholine N-oxide; 3-chloro-benzenecarboperoxoic acid; tetrapropylammonium perruthennate; In tetrahydrofuran; pyridine; dichloromethane; chloroform; acetonitrile; pentane; 1: Substitution / 2: Hydrolysis / 3: Addition / 4: Oxidation / 5: Substitution / 6: Oxidation;
DOI:10.1039/a904484a

Reference yield:

: 252869-51-5
(Z)-4,4-Dimethyl-1-(1-methylcyclohexa-2,5-dienyl)-6-(phenylsulfonyl)hex-1-en-3-ol

: 181576-45-4
4-[(Z)-3-tert-Butyldimethylsiloxy-4,4-dimethyl-6-(phenylsulfonyl)hex-1-enyl]-4-methylcyclohexa-2,5-dienone

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 20 °C

2: 88 percent / 4-methylmorpholine N-oxide / tetrapropylammonium perruthenate / acetonitrile / 18 h / 20 °C

With 2,6-dimethylpyridine; 4-methylmorpholine N-oxide; tetrapropylammonium perruthennate; In dichloromethane; acetonitrile; 1: Substitution / 2: Oxidation;
DOI:10.1039/a904484a