(-)-methyl [(2S,4R,5R)-4-benzyl-2,5-diphenyl-1-(p-tolylsulfonyl)-1,3-imidazolidin-4-yl]carboxylate

Base Information

• Chemical Name: (-)-methyl [(2S,4R,5R)-4-benzyl-2,5-diphenyl-1-(p-tolylsulfonyl)-1,3-imidazolidin-4-yl]carboxylate
• CAS No.: 188760-12-5
• Molecular Formula: C₃₁H₃₀N₂O₄S
• Molecular Weight: 526.656
• Mol file: 188760-12-5.mol

Synonyms:(-)-methyl [(2S,4R,5R)-4-benzyl-2,5-diphenyl-1-(p-tolylsulfonyl)-1,3-imidazolidin-4-yl]carboxylate

Chemical Property of (-)-methyl [(2S,4R,5R)-4-benzyl-2,5-diphenyl-1-(p-tolylsulfonyl)-1,3-imidazolidin-4-yl]carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-methyl [(2S,4R,5R)-4-benzyl-2,5-diphenyl-1-(p-tolylsulfonyl)-1,3-imidazolidin-4-yl]carboxylate

There total 3 articles about (-)-methyl [(2S,4R,5R)-4-benzyl-2,5-diphenyl-1-(p-tolylsulfonyl)-1,3-imidazolidin-4-yl]carboxylate 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: 65.0%

(-)-methyl [(2S,4R,5R,SS)-4-benzyl-2,5-diphenyl-1-(p-tolylsulfinyl)-1,3-imidazolidin-4-yl]carboxylate (188760-06-7) → (-)-methyl [(2S,4R,5R)-4-benzyl-2,5-diphenyl-1-(p-tolylsulfonyl)-1,3-imidazolidin-4-yl]carboxylate (188760-12-5)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1021/jo970005n

Reference yield:

(E)-2-(benzylidene-amino)-3-phenyl-propionic acid methyl ester (339190-42-0) → (-)-methyl [(2S,4R,5R)-4-benzyl-2,5-diphenyl-1-(p-tolylsulfonyl)-1,3-imidazolidin-4-yl]carboxylate (188760-12-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: LDA / tetrahydrofuran / 0.42 h / -78 °C

1.2: 50 percent / tetrahydrofuran / 20 h / -78 - 4 °C

2.1: mCPBA / CH₂Cl₂ / 12 h / 0 - 20 °C

With 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;

DOI:10.1002/chem.200204674

Reference yield:

C17H16NO2(1-)*Li(1+) → (-)-methyl [(2S,4R,5R)-4-benzyl-2,5-diphenyl-1-(p-tolylsulfonyl)-1,3-imidazolidin-4-yl]carboxylate (188760-12-5)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 20 h / -78 - 4 °C

2: 65 percent / m-CPBA / CH₂Cl₂

With 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo970005n

upstream raw materials:

(-)-methyl [(2S,4R,5R,S_S)-4-benzyl-2,5-diphenyl-1-(p-tolylsulfinyl)-1,3-imidazolidin-4-yl]carboxylate

(E)-2-(benzylidene-amino)-3-phenyl-propionic acid methyl ester