1-Diazo-1-(phenylsulfonyl)-2-((1,1-dimethylethyl)dimethylsiloxy)prop-2-ene

Base Information

• Chemical Name: 1-Diazo-1-(phenylsulfonyl)-2-((1,1-dimethylethyl)dimethylsiloxy)prop-2-ene
• CAS No.: 172977-56-9
• Molecular Formula: C₁₅H₂₂N₂O₃SSi
• Molecular Weight: 338.503

Synonyms:1-Diazo-1-(phenylsulfonyl)-2-((1,1-dimethylethyl)dimethylsiloxy)prop-2-ene

Chemical Property of 1-Diazo-1-(phenylsulfonyl)-2-((1,1-dimethylethyl)dimethylsiloxy)prop-2-ene

Chemical Property:

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Technology Process of 1-Diazo-1-(phenylsulfonyl)-2-((1,1-dimethylethyl)dimethylsiloxy)prop-2-ene

There total 2 articles about 1-Diazo-1-(phenylsulfonyl)-2-((1,1-dimethylethyl)dimethylsiloxy)prop-2-ene 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: 94.0%

t-butyldimethylsiyl triflate (69739-34-0) + 1-(benzenesulfonyl)-1-diazopropan-2-one (38488-21-0) → 1-Diazo-1-(phenylsulfonyl)-2-((1,1-dimethylethyl)dimethylsiloxy)prop-2-ene (172977-56-9)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.orglett.8b03421

Reference yield:

1-phenylsulfonyl-2-propanone (5000-44-2) → 1-Diazo-1-(phenylsulfonyl)-2-((1,1-dimethylethyl)dimethylsiloxy)prop-2-ene (172977-56-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / Et₃N, p-acetamidobenzenesulfonyl azide / acetonitrile / Ambient temperature

2: Et₃N / CH₂Cl₂ / 0.25 h / 0 °C

With 4-acetamidobenzenesulfonyl azide; triethylamine; In dichloromethane; acetonitrile;

DOI:10.1021/jo00128a027

Reference yield: 100.0%

1-Diazo-1-(phenylsulfonyl)-2-((1,1-dimethylethyl)dimethylsiloxy)prop-2-ene (172977-56-9) → 1-tert-butyldimethylsiloxy-2-phenylsulfonylcycloprop-1-ene

Guidance literature:

With dirhodium(II) tetraoctanoate; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1021/acs.orglett.8b03421

upstream raw materials:

t-butyldimethylsiyl triflate

1-(benzenesulfonyl)-1-diazopropan-2-one

1-phenylsulfonyl-2-propanone

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