(R)-2-(3-(1H-benzo[d]imidazol-1-yl)phenyl)-4-phenyl-4,5-dihydrooxazole

Base Information

• Chemical Name: (R)-2-(3-(1H-benzo[d]imidazol-1-yl)phenyl)-4-phenyl-4,5-dihydrooxazole
• CAS No.: 1449335-32-3
• Molecular Formula: C₂₂H₁₇N₃O
• Molecular Weight: 339.396
• Mol file: 1449335-32-3.mol

Synonyms:(R)-2-(3-(1H-benzo[d]imidazol-1-yl)phenyl)-4-phenyl-4,5-dihydrooxazole

Chemical Property of (R)-2-(3-(1H-benzo[d]imidazol-1-yl)phenyl)-4-phenyl-4,5-dihydrooxazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-(3-(1H-benzo[d]imidazol-1-yl)phenyl)-4-phenyl-4,5-dihydrooxazole

There total 6 articles about (R)-2-(3-(1H-benzo[d]imidazol-1-yl)phenyl)-4-phenyl-4,5-dihydrooxazole 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: 90.0%

(R)-3-(1H-benzo[d]imidazol-1-yl)-N-(2-hydroxy-1-phenylethyl) benzamide (1449335-31-2) → (R)-2-(3-(1H-benzo[d]imidazol-1-yl)phenyl)-4-phenyl-4,5-dihydrooxazole (1449335-32-3)

Guidance literature:

(R)-3-(1H-benzo[d]imidazol-1-yl)-N-(2-hydroxy-1-phenylethyl) benzamide; With thionyl chloride; In 1,2-dichloro-ethane; at 0 - 40 ℃;

With sodium methylate; In methanol; Reflux;

DOI:10.1055/s-0033-1338848

Reference yield:

2-nitrophenyl bromide (577-19-5) → (R)-2-(3-(1H-benzo[d]imidazol-1-yl)phenyl)-4-phenyl-4,5-dihydrooxazole (1449335-32-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: caesium carbonate; palladium diacetate; bis[2-(diphenylphosphino)phenyl] ether / toluene / 16 h / 75 °C

2.1: palladium 10% on activated carbon; hydrogen / methanol / 18 h / 60 °C / 760.05 Torr / Reflux

3.1: toluene-4-sulfonic acid / 12 h / 100 °C

4.1: caesium carbonate / toluene / 85 °C

5.1: thionyl chloride / 1,2-dichloro-ethane / 0 - 40 °C

5.2: Reflux

With thionyl chloride; palladium 10% on activated carbon; hydrogen; palladium diacetate; caesium carbonate; toluene-4-sulfonic acid; bis[2-(diphenylphosphino)phenyl] ether; In methanol; 1,2-dichloro-ethane; toluene;

DOI:10.1055/s-0033-1338848

Reference yield:

methyl 3-(1H-benzo[d]imidazol-1-yl)-benzoate (1381947-81-4) → (R)-2-(3-(1H-benzo[d]imidazol-1-yl)phenyl)-4-phenyl-4,5-dihydrooxazole (1449335-32-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: caesium carbonate / toluene / 85 °C

2.1: thionyl chloride / 1,2-dichloro-ethane / 0 - 40 °C

2.2: Reflux

With thionyl chloride; caesium carbonate; In 1,2-dichloro-ethane; toluene;

DOI:10.1055/s-0033-1338848

upstream raw materials:

methyl 3-(1H-benzo[d]imidazol-1-yl)-benzoate

(R)-3-(1H-benzo[d]imidazol-1-yl)-N-(2-hydroxy-1-phenylethyl) benzamide

Methyl 3-aminobenzoate

2-nitrophenyl bromide

Downstream raw materials:

C₂₃H₂₀N₃O⁽¹⁺⁾*I^(1-)

C₂₅H₂₄N₃O⁽¹⁺⁾*I^(1-)

Refernces