(1S,5S,6R)-1-Benzenesulfonyl-5-trimethylsilanylmethyl-7-oxa-bicyclo[4.1.0]heptan-2-one

Base Information

Chemical Name:(1S,5S,6R)-1-Benzenesulfonyl-5-trimethylsilanylmethyl-7-oxa-bicyclo[4.1.0]heptan-2-one
CAS No.:85450-32-4
Molecular Formula:C₁₆H₂₂O₄SSi
Molecular Weight:338.5
Hs Code.:

Synonyms:(1S,5S,6R)-1-Benzenesulfonyl-5-trimethylsilanylmethyl-7-oxa-bicyclo[4.1.0]heptan-2-one

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Chemical Property of (1S,5S,6R)-1-Benzenesulfonyl-5-trimethylsilanylmethyl-7-oxa-bicyclo[4.1.0]heptan-2-one

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Technology Process of (1S,5S,6R)-1-Benzenesulfonyl-5-trimethylsilanylmethyl-7-oxa-bicyclo[4.1.0]heptan-2-one

There total 6 articles about (1S,5S,6R)-1-Benzenesulfonyl-5-trimethylsilanylmethyl-7-oxa-bicyclo[4.1.0]heptan-2-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: 60.0%

: 85450-31-3
6-Benzenesulfonyl-5-oxo-2-trimethylsilanyl-2-trimethylsilanylmethyl-hexanal

: 85450-32-4
(1S,5S,6R)-1-Benzenesulfonyl-5-trimethylsilanylmethyl-7-oxa-bicyclo[4.1.0]heptan-2-one

Guidance literature:: With alkaline hydrogen peroxide; In methanol; for 4h; Ambient temperature;
DOI:10.1016/0040-4039(82)80146-9

Reference yield:

: 78948-05-7
3-(Trimethylsilyl)-2-<(trimethylsilyl)ethyl>-1-propene

: 85450-32-4
(1S,5S,6R)-1-Benzenesulfonyl-5-trimethylsilanylmethyl-7-oxa-bicyclo[4.1.0]heptan-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: rhodium(II) acetate / diethyl ether

2: 74 percent / 1,2-dimethoxy-ethane; dimethylsulfoxide / 2 h / 65 °C

3: m-CPBA / CH₂Cl₂ / 1.) -78 deg C, 30 min 2.) -20 deg C, 1 h

4: 60 percent / alkaline hydrogen peroxide / methanol / 4 h / Ambient temperature

With alkaline hydrogen peroxide; 3-chloro-benzenecarboperoxoic acid; rhodium(II) acetate; In methanol; 1,2-dimethoxyethane; diethyl ether; dichloromethane; dimethyl sulfoxide;
DOI:10.1016/0040-4039(82)80146-9

Reference yield:

: 3112-85-4
methylphenylsulfonate

: 85450-32-4
(1S,5S,6R)-1-Benzenesulfonyl-5-trimethylsilanylmethyl-7-oxa-bicyclo[4.1.0]heptan-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: dimethyl sulfoxide anion

2: 74 percent / 1,2-dimethoxy-ethane; dimethylsulfoxide / 2 h / 65 °C

3: m-CPBA / CH₂Cl₂ / 1.) -78 deg C, 30 min 2.) -20 deg C, 1 h

4: 60 percent / alkaline hydrogen peroxide / methanol / 4 h / Ambient temperature

With dimethyl sulfoxide; deprotonated form; alkaline hydrogen peroxide; 3-chloro-benzenecarboperoxoic acid; In methanol; 1,2-dimethoxyethane; dichloromethane; dimethyl sulfoxide;
DOI:10.1016/0040-4039(82)80146-9