2,6-dimethyl-5-(phenylsulfonyl)-7-(trimethylsilyl)-5-hepten-3-one

Base Information

• Chemical Name: 2,6-dimethyl-5-(phenylsulfonyl)-7-(trimethylsilyl)-5-hepten-3-one
• CAS No.: 116279-78-8
• Molecular Formula: C₁₈H₂₈O₃SSi
• Molecular Weight: 352.57
• Mol file: 116279-78-8.mol

Synonyms:2,6-dimethyl-5-(phenylsulfonyl)-7-(trimethylsilyl)-5-hepten-3-one

Chemical Property of 2,6-dimethyl-5-(phenylsulfonyl)-7-(trimethylsilyl)-5-hepten-3-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,6-dimethyl-5-(phenylsulfonyl)-7-(trimethylsilyl)-5-hepten-3-one

There total 8 articles about 2,6-dimethyl-5-(phenylsulfonyl)-7-(trimethylsilyl)-5-hepten-3-one 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: 8.2%

(5S)-6-methyl-3-(phenylsulfonyl)-5,6-epoxy-2-<(trimethylsilyl)methyl>-1-heptene (116279-73-3,116279-74-4) → (1S,3S)-6,6-dimethyl-4-methylene-3-(phenylsulfonyl)cyclohexan-1-ol (116279-75-5) + 2,6-dimethyl-5-(phenylsulfonyl)-7-(trimethylsilyl)-5-hepten-3-one (116279-78-8)

Guidance literature:

With tin(IV) chloride; In dichloromethane; at -25 ℃; for 6h;

DOI:10.1021/jo00255a042

Reference yield:

2-(trimethylsilylmethyl)prop-2-en-1-ol (81302-80-9) → 2,6-dimethyl-5-(phenylsulfonyl)-7-(trimethylsilyl)-5-hepten-3-one (116279-78-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 94 percent / tri-n-butylphosphine / tetrahydrofuran / 18 h / Ambient temperature

2: 89 percent / m-chloroperbenzoic acid (mCPBA) / CH₂Cl₂ / 1.5 h / 0 °C

3: 1.) n-BuLi / 1.) THF, -78 deg C, 0.5 h, 2.) 0 deg C, 1.5 h

4: 62 percent / SnCl₄ / CH₂Cl₂ / 6 h / -25 °C

With n-butyllithium; tributylphosphine; tin(IV) chloride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo00255a042

Reference yield:

<2-<(phenylthio)methyl>allyl>trimethylsilane (116279-69-7) → 2,6-dimethyl-5-(phenylsulfonyl)-7-(trimethylsilyl)-5-hepten-3-one (116279-78-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / m-chloroperbenzoic acid (mCPBA) / CH₂Cl₂ / 1.5 h / 0 °C

2: 1.) n-BuLi / 1.) THF, -78 deg C, 0.5 h, 2.) 0 deg C, 1.5 h

3: 62 percent / SnCl₄ / CH₂Cl₂ / 6 h / -25 °C

With n-butyllithium; tin(IV) chloride; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1021/jo00255a042

upstream raw materials:

(5S)-6-methyl-3-(phenylsulfonyl)-5,6-epoxy-2-<(trimethylsilyl)methyl>-1-heptene

2-(trimethylsilylmethyl)prop-2-en-1-ol

<2-<(phenylthio)methyl>allyl>trimethylsilane

<2-<(phenylsulfonyl)methyl>allyl>trimethylsilane