(1S,4R)-cis-4-(tert-Butyldimethylsiloxy)-1-(dimethylamino)-2-(phenylsulfonyl)-2-cyclopentene

Base Information

Chemical Name:(1S,4R)-cis-4-(tert-Butyldimethylsiloxy)-1-(dimethylamino)-2-(phenylsulfonyl)-2-cyclopentene
CAS No.:77493-70-0
Molecular Formula:C₁₉H₃₁NO₃SSi
Molecular Weight:381.612
Hs Code.:

Synonyms:(1S,4R)-cis-4-(tert-Butyldimethylsiloxy)-1-(dimethylamino)-2-(phenylsulfonyl)-2-cyclopentene

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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 (1S,4R)-cis-4-(tert-Butyldimethylsiloxy)-1-(dimethylamino)-2-(phenylsulfonyl)-2-cyclopentene

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Technology Process of (1S,4R)-cis-4-(tert-Butyldimethylsiloxy)-1-(dimethylamino)-2-(phenylsulfonyl)-2-cyclopentene

There total 14 articles about (1S,4R)-cis-4-(tert-Butyldimethylsiloxy)-1-(dimethylamino)-2-(phenylsulfonyl)-2-cyclopentene 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: 98.0%

: 77494-45-2
<(1R,5R)-cis-5-(tert-Butyldimethylsiloxy)-2-(phenylsulfonyl)-2-cyclopentenyl>trimethylammonium Fluorosulfonate

: 124-40-3
dimethyl amine

: 77493-70-0
(1S,4R)-cis-4-(tert-Butyldimethylsiloxy)-1-(dimethylamino)-2-(phenylsulfonyl)-2-cyclopentene

Guidance literature:: In dichloromethane; at -20 ℃; for 0.0833333h;
DOI:10.1021/jo00161a010 DOI:10.1021/ja00398a048

Reference yield: 5.0%

: 77520-21-9
(1S,4R)-cis-4-(tert-Butyldimethylsiloxy)-1-(methanesulfonoxy)-2-(phenylsulfonyl)-2-cyclopentene

: 124-40-3
dimethyl amine

: 77493-70-0
(1S,4R)-cis-4-(tert-Butyldimethylsiloxy)-1-(dimethylamino)-2-(phenylsulfonyl)-2-cyclopentene

: 77493-69-7
(1R,4R)-cis-1-(tert-Butyldimethylsiloxy)-2-(dimethylamino)-3-(phenylsulfonyl)-3-cyclopentene

: 85610-67-9
(1R,2S)-trans-1-(tert-Butyldimethylsiloxy)-2-(dimethylamino)-3-(phenylsulfonyl)-3-cyclopentene

Guidance literature:: In dichloromethane; for 24h; -20 degC to ambient temp.;
DOI:10.1021/jo00161a010

Reference yield:

: 77520-17-3
trans-1-hydroxy-2-phenylthiocyclopent-3-ene

: 77493-70-0
(1S,4R)-cis-4-(tert-Butyldimethylsiloxy)-1-(dimethylamino)-2-(phenylsulfonyl)-2-cyclopentene

Guidance literature:: Multi-step reaction with 6 steps

1: 88 percent / m-chloroperbenzoic acid / CH₂Cl₂

2: 1.) DBU, 2.) imidazole

3: triethylamine / CH₂Cl₂

4: 95 percent / CH₂Cl₂ / 0.08 h / -20 °C

5: 99 percent / CH₂Cl₂ / 2 h / 25 °C

6: 98 percent / CH₂Cl₂ / 0.08 h / -20 °C

With 1H-imidazole; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
DOI:10.1021/ja00398a048