(2S,3R,4S)-2-benzenesulfonyl-4-(tert-butyldimethylsilyloxy)-3-methylcyclopentanone

Base Information

Chemical Name:(2S,3R,4S)-2-benzenesulfonyl-4-(tert-butyldimethylsilyloxy)-3-methylcyclopentanone
CAS No.:245366-30-7
Molecular Formula:C₁₈H₂₈O₄SSi
Molecular Weight:368.569
Hs Code.:

Synonyms:(2S,3R,4S)-2-benzenesulfonyl-4-(tert-butyldimethylsilyloxy)-3-methylcyclopentanone

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,3R,4S)-2-benzenesulfonyl-4-(tert-butyldimethylsilyloxy)-3-methylcyclopentanone

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Technology Process of (2S,3R,4S)-2-benzenesulfonyl-4-(tert-butyldimethylsilyloxy)-3-methylcyclopentanone

There total 5 articles about (2S,3R,4S)-2-benzenesulfonyl-4-(tert-butyldimethylsilyloxy)-3-methylcyclopentanone 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: 90.0%

: 15681-48-8
lithium dimethylcuprate

: 212055-65-7
(S)-2-benzenesulfonyl-4-(tert-butyldimethylsilyloxy)-2-cyclopentenone

: 245366-30-7
(2S,3R,4S)-2-benzenesulfonyl-4-(tert-butyldimethylsilyloxy)-3-methylcyclopentanone

Guidance literature:: In tetrahydrofuran; hexane; at -78 ℃; for 0.25h;
DOI:10.1016/S0040-4020(00)00686-4

Reference yield: 90.0%

: 212055-65-7
(S)-2-benzenesulfonyl-4-(tert-butyldimethylsilyloxy)-2-cyclopentenone

: 245366-30-7
(2S,3R,4S)-2-benzenesulfonyl-4-(tert-butyldimethylsilyloxy)-3-methylcyclopentanone

Guidance literature:: DOI:10.1055/s-1999-2823

Reference yield:

: 212055-64-6
(S)-1-benzenesulfonyl-4,5-bis(tert-butyldimethylsilyloxy)-1-diazo-2-pentanone

: 245366-30-7
(2S,3R,4S)-2-benzenesulfonyl-4-(tert-butyldimethylsilyloxy)-3-methylcyclopentanone

Guidance literature:: Multi-step reaction with 2 steps

1: 72 percent / Rh₂(OAc)4 / CH₂Cl₂ / 0.25 h / Heating

2: 90 percent / tetrahydrofuran; hexane / 0.25 h / -78 °C

With dirhodium tetraacetate; In tetrahydrofuran; hexane; dichloromethane; 1: cyclocondensation / 2: Addition;
DOI:10.1016/S0040-4020(00)00686-4