(E)-3-[(2S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-acrylonitrile

Base Information

Chemical Name:(E)-3-[(2S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-acrylonitrile
CAS No.:261156-79-0
Molecular Formula:C₂₀H₃₀N₂O₃SSi
Molecular Weight:406.621
Hs Code.:

Synonyms:(E)-3-[(2S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-acrylonitrile

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Chemical Property of (E)-3-[(2S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-acrylonitrile

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Technology Process of (E)-3-[(2S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-acrylonitrile

There total 5 articles about (E)-3-[(2S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-acrylonitrile 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:

: 16257-57-1
methyl (2S,4R)-4-hydroxy-1-(p-tolylsulfonyl)pyrrolidine-2-carboxylate

: 261156-79-0
(E)-3-[(2S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-acrylonitrile

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / imidazole / CH₂Cl₂

2: 98 percent / DIBAL-H / toluene / -78 - 20 °C

3: DMSO; (COCl)2; NEt₃ / CH₂Cl₂ / -78 °C

4: CH₂Cl₂ / -78 - 20 °C

With 1H-imidazole; oxalyl dichloride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; In dichloromethane; toluene; 1: Etherification / 2: Reduction / 3: Oxidation / 4: Condensation;
DOI:10.1002/(SICI)1521-3773(20000103)39

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 261156-79-0
(E)-3-[(2S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-acrylonitrile

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / imidazole / CH₂Cl₂

2: 98 percent / DIBAL-H / toluene / -78 - 20 °C

3: DMSO; (COCl)2; NEt₃ / CH₂Cl₂ / -78 °C

4: CH₂Cl₂ / -78 - 20 °C

With 1H-imidazole; oxalyl dichloride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; In dichloromethane; toluene; 1: Etherification / 2: Reduction / 3: Oxidation / 4: Condensation;
DOI:10.1002/(SICI)1521-3773(20000103)39

Reference yield:

: 261157-02-2
(2S,4R)-1-(4-methylphenyl)sulfonyl-2-hydroxymethyl-4-(t-butyldimethylsilanyloxy)pyrrolidine

: 261156-79-0
(E)-3-[(2S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-acrylonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: DMSO; (COCl)2; NEt₃ / CH₂Cl₂ / -78 °C

2: CH₂Cl₂ / -78 - 20 °C

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; 1: Oxidation / 2: Condensation;
DOI:10.1002/(SICI)1521-3773(20000103)39