(R)-4-{[3-(4-benzyloxyphenyl)propoxy]methyl}-2-(2-bromophenyl)-4,5-dihydro-1,3-oxazole

Base Information

• Chemical Name: (R)-4-{[3-(4-benzyloxyphenyl)propoxy]methyl}-2-(2-bromophenyl)-4,5-dihydro-1,3-oxazole
• CAS No.: 913713-19-6
• Molecular Formula: C₂₆H₂₆BrNO₃
• Molecular Weight: 480.401
• Mol file: 913713-19-6.mol

Synonyms:(R)-4-{[3-(4-benzyloxyphenyl)propoxy]methyl}-2-(2-bromophenyl)-4,5-dihydro-1,3-oxazole

Chemical Property of (R)-4-{[3-(4-benzyloxyphenyl)propoxy]methyl}-2-(2-bromophenyl)-4,5-dihydro-1,3-oxazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-4-{[3-(4-benzyloxyphenyl)propoxy]methyl}-2-(2-bromophenyl)-4,5-dihydro-1,3-oxazole

There total 5 articles about (R)-4-{[3-(4-benzyloxyphenyl)propoxy]methyl}-2-(2-bromophenyl)-4,5-dihydro-1,3-oxazole 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: 58.0%

(R)-2-(2-bromophenyl)-4-hydroxymethyl-4,5-dihydro-1,3-oxazole (913713-17-4) + 1-(3-bromopropyl)-4-(phenylmethoxy)benzene (167091-73-8) → (R)-4-{[3-(4-benzyloxyphenyl)propoxy]methyl}-2-(2-bromophenyl)-4,5-dihydro-1,3-oxazole (913713-19-6)

Guidance literature:

With sodium hydride; silver carbonate; In tetrahydrofuran; N,N-dimethyl-formamide; at 25 ℃; for 5h;

DOI:10.1002/jccs.200500115

Reference yield:

2-bromobenzoic acid chloride (7154-66-7) → (R)-4-{[3-(4-benzyloxyphenyl)propoxy]methyl}-2-(2-bromophenyl)-4,5-dihydro-1,3-oxazole (913713-19-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 85 percent / Et₃N / CH₂Cl₂ / 4 h / 25 °C

2.1: diethylaminosulfurtrifluoride / CH₂Cl₂ / 1 h / -78 °C

2.2: 99 percent / K₂CO₃ / CH₂Cl₂ / 3 h / -78 °C

3.1: 95 percent / LiAlH₄ / tetrahydrofuran; diethyl ether / 1 h / 25 °C

4.1: 58 percent / NaH; Ag₂CO₃ / tetrahydrofuran; dimethylformamide / 5 h / 25 °C

With lithium aluminium tetrahydride; diethylamino-sulfur trifluoride; sodium hydride; triethylamine; silver carbonate; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/jccs.200500115

Reference yield:

2-bromobenzoic-acid (88-65-3) → (R)-4-{[3-(4-benzyloxyphenyl)propoxy]methyl}-2-(2-bromophenyl)-4,5-dihydro-1,3-oxazole (913713-19-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: SOCl₂ / 3 h / 25 °C

2.1: 85 percent / Et₃N / CH₂Cl₂ / 4 h / 25 °C

3.1: diethylaminosulfurtrifluoride / CH₂Cl₂ / 1 h / -78 °C

3.2: 99 percent / K₂CO₃ / CH₂Cl₂ / 3 h / -78 °C

4.1: 95 percent / LiAlH₄ / tetrahydrofuran; diethyl ether / 1 h / 25 °C

5.1: 58 percent / NaH; Ag₂CO₃ / tetrahydrofuran; dimethylformamide / 5 h / 25 °C

With lithium aluminium tetrahydride; thionyl chloride; diethylamino-sulfur trifluoride; sodium hydride; triethylamine; silver carbonate; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/jccs.200500115

upstream raw materials:

(R)-2-(2-bromophenyl)-4-hydroxymethyl-4,5-dihydro-1,3-oxazole

1-(3-bromopropyl)-4-(phenylmethoxy)benzene

2-bromobenzoic acid chloride

2-bromobenzoic-acid