1,3-dibenzyl-2-oxo-5-(4-tert-butyldimethylsilyloxy-2-thiabut-3-enyl)-4-phenylthioimidazolidine

Base Information

• Chemical Name: 1,3-dibenzyl-2-oxo-5-(4-tert-butyldimethylsilyloxy-2-thiabut-3-enyl)-4-phenylthioimidazolidine
• CAS No.: 367276-83-3
• Molecular Formula: C₃₂H₄₀N₂O₂S₂Si
• Molecular Weight: 576.899

Synonyms:1,3-dibenzyl-2-oxo-5-(4-tert-butyldimethylsilyloxy-2-thiabut-3-enyl)-4-phenylthioimidazolidine

Chemical Property of 1,3-dibenzyl-2-oxo-5-(4-tert-butyldimethylsilyloxy-2-thiabut-3-enyl)-4-phenylthioimidazolidine

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

SDS file from LookChem

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Technology Process of 1,3-dibenzyl-2-oxo-5-(4-tert-butyldimethylsilyloxy-2-thiabut-3-enyl)-4-phenylthioimidazolidine

There total 11 articles about 1,3-dibenzyl-2-oxo-5-(4-tert-butyldimethylsilyloxy-2-thiabut-3-enyl)-4-phenylthioimidazolidine 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: 92.0%

tert-butyldimethylsilyl chloride (18162-48-6) + ({[(4S)-1,3-dibenzyl-2-oxo-5-(phenylthio)imidazolidin-4-yl]methyl}thio)acetaldehyde (367276-81-1) → 1,3-dibenzyl-2-oxo-5-(4-tert-butyldimethylsilyloxy-2-thiabut-3-enyl)-4-phenylthioimidazolidine (367276-83-3)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; for 2h; Heating;

DOI:10.1021/jo015730j

Reference yield:

thiophenol (108-98-5) → 1,3-dibenzyl-2-oxo-5-(4-tert-butyldimethylsilyloxy-2-thiabut-3-enyl)-4-phenylthioimidazolidine (367276-83-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / pTSA / 0.08 h / 0 °C

2: 92 percent / DBU / CH₂Cl₂ / 2 h / Heating

With toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane;

DOI:10.1021/jo015730j

Reference yield:

(R)-1,3-Dibenzyl-5-hydroxy-hexahydro-4-oxa-7-thia-1,3-diaza-azulen-2-one (367276-80-0) → 1,3-dibenzyl-2-oxo-5-(4-tert-butyldimethylsilyloxy-2-thiabut-3-enyl)-4-phenylthioimidazolidine (367276-83-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / pTSA / 0.08 h / 0 °C

2: 92 percent / DBU / CH₂Cl₂ / 2 h / Heating

With toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane;

DOI:10.1021/jo015730j

upstream raw materials:

tert-butyldimethylsilyl chloride

({[(4S)-1,3-dibenzyl-2-oxo-5-(phenylthio)imidazolidin-4-yl]methyl}thio)acetaldehyde

(3S,7aR)-6-benzyl-7-hydroxy-3-phenyltetrahydro-5H-imidazo[1,5-c][1,3]thiazol-5-one

(3S,7aR)-6-benzyl-3-phenyldihydro-3H,5H-imidazo[1,5-c]thiazole-5,7(6H)-dione

Downstream raw materials:

((4-nitrophenyl)methylene)bis(phenylsulfane)

(3aS,4S,6aR)-1,3-dibenzyl-2-oxohexahydro-1H-thieno[3,4-d]imidazole-4-carbaldehyde

(E)-5-[(3aR,6aS)-1,3-Dibenzyl-2-oxo-hexahydro-thieno[3,4-d]imidazol-(6E)-ylidene]-pent-3-enoic acid

(3aS,4R,6aR)-1,3-dibenzyl-4-[(1E,3E)-4-methoxycarbonyl-1,3-butanedienyl]-1H-tetrahydrothieno[3,4-d]imidazol-2(3H)-one

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