(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
Hs Code.:

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

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

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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%

: 913713-17-4
(R)-2-(2-bromophenyl)-4-hydroxymethyl-4,5-dihydro-1,3-oxazole

: 167091-73-8
1-(3-bromopropyl)-4-(phenylmethoxy)benzene

: 913713-19-6
(R)-4-{[3-(4-benzyloxyphenyl)propoxy]methyl}-2-(2-bromophenyl)-4,5-dihydro-1,3-oxazole

Guidance literature:: With sodium hydride; silver carbonate; In tetrahydrofuran; N,N-dimethyl-formamide; at 25 ℃; for 5h;
DOI:10.1002/jccs.200500115

Reference yield:

: 7154-66-7
2-bromobenzoic acid chloride

: 913713-19-6
(R)-4-{[3-(4-benzyloxyphenyl)propoxy]methyl}-2-(2-bromophenyl)-4,5-dihydro-1,3-oxazole

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:

: 88-65-3
2-bromobenzoic-acid

: 913713-19-6
(R)-4-{[3-(4-benzyloxyphenyl)propoxy]methyl}-2-(2-bromophenyl)-4,5-dihydro-1,3-oxazole

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