(4S,5S)-5-(3-bromobenzoyl)-5-(3-bromophenyl)-4-phenyldihydrofuran-2(3H)-one

Base Information

• Chemical Name: (4S,5S)-5-(3-bromobenzoyl)-5-(3-bromophenyl)-4-phenyldihydrofuran-2(3H)-one
• CAS No.: 1615691-57-0
• Molecular Formula: C₂₃H₁₆Br₂O₃
• Molecular Weight: 500.186
• Mol file: 1615691-57-0.mol

Synonyms:(4S,5S)-5-(3-bromobenzoyl)-5-(3-bromophenyl)-4-phenyldihydrofuran-2(3H)-one

Chemical Property of (4S,5S)-5-(3-bromobenzoyl)-5-(3-bromophenyl)-4-phenyldihydrofuran-2(3H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S,5S)-5-(3-bromobenzoyl)-5-(3-bromophenyl)-4-phenyldihydrofuran-2(3H)-one

There total 4 articles about (4S,5S)-5-(3-bromobenzoyl)-5-(3-bromophenyl)-4-phenyldihydrofuran-2(3H)-one 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: 52.0%

m-bromobenzoic aldehyde (3132-99-8) + 3-phenyl-propenal (104-55-2) → (4S,5S)-5-(3-bromobenzoyl)-5-(3-bromophenyl)-4-phenyldihydrofuran-2(3H)-one (1615691-57-0)

Guidance literature:

m-bromobenzoic aldehyde; With Aneurin; sodium hydroxide; In water; acetonitrile; at 60 ℃; for 1.5h; pH=9 - 10;

3-phenyl-propenal; With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; benzoic acid; In water; toluene; acetonitrile; at 120 ℃;

Reference yield:

C23H18Br2O3 → 5-(3-bromobenzoyl)-5-(3-bromophenyl)-4-phenyldihydrofuran-2(3H)-one + (4S,5S)-5-(3-bromobenzoyl)-5-(3-bromophenyl)-4-phenyldihydrofuran-2(3H)-one (1615691-57-0)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 50 ℃; for 2h;

DOI:10.1002/adsc.201400172

Reference yield:

m-bromobenzoic aldehyde (3132-99-8) → 5-(3-bromobenzoyl)-5-(3-bromophenyl)-4-phenyldihydrofuran-2(3H)-one + (4S,5S)-5-(3-bromobenzoyl)-5-(3-bromophenyl)-4-phenyldihydrofuran-2(3H)-one (1615691-57-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 20 °C

2: (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; 4-Fluorobenzoic acid / tetrahydrofuran / 60 °C

3: pyridinium chlorochromate / dichloromethane / 2 h / 50 °C

With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; 4-Fluorobenzoic acid; 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane; 1: |Benzoin Condensation / 2: |Michael Addition;

DOI:10.1002/adsc.201400172

upstream raw materials:

1,2-bis(3-bromophenyl)-2-hydroxyethanone

m-bromobenzoic aldehyde

3-phenyl-propenal