methyl 2'-(3-bromophenyl)-4',5'-dihydro-[2,4'-bioxazole]-4-carboxylate

Base Information

Chemical Name:methyl 2'-(3-bromophenyl)-4',5'-dihydro-[2,4'-bioxazole]-4-carboxylate
CAS No.:1447274-02-3
Molecular Formula:C₁₄H₁₁BrN₂O₄
Molecular Weight:351.156
Hs Code.:

Synonyms:methyl 2'-(3-bromophenyl)-4',5'-dihydro-[2,4'-bioxazole]-4-carboxylate

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Chemical Property of methyl 2'-(3-bromophenyl)-4',5'-dihydro-[2,4'-bioxazole]-4-carboxylate

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Technology Process of methyl 2'-(3-bromophenyl)-4',5'-dihydro-[2,4'-bioxazole]-4-carboxylate

There total 4 articles about methyl 2'-(3-bromophenyl)-4',5'-dihydro-[2,4'-bioxazole]-4-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: 79.0%

: 1447274-01-2
methyl 2-(1-(3-bromobenzamido)-2-hydroxyethyl)oxazole-4-carboxylate

: 1447274-02-3
methyl 2'-(3-bromophenyl)-4',5'-dihydro-[2,4'-bioxazole]-4-carboxylate

Guidance literature:: methyl 2-(1-(3-bromobenzamido)-2-hydroxyethyl)oxazole-4-carboxylate; With diethylamino-sulfur trifluoride; In dichloromethane; at -78 ℃; for 3h; Inert atmosphere;

With potassium carbonate; In dichloromethane; at -78 - 20 ℃; Inert atmosphere;
DOI:10.1016/j.bmc.2013.05.033

Reference yield:

: 1711-09-7
3-bromobenzoyl chloride

: 1447274-02-3
methyl 2'-(3-bromophenyl)-4',5'-dihydro-[2,4'-bioxazole]-4-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: triethylamine / dichloromethane / 20 °C / Inert atmosphere

2.1: pyridine hydrogenfluoride / tetrahydrofuran; pyridine / 18 h / 20 °C / Inert atmosphere

3.1: diethylamino-sulfur trifluoride / dichloromethane / 3 h / -78 °C / Inert atmosphere

3.2: -78 - 20 °C / Inert atmosphere

With diethylamino-sulfur trifluoride; pyridine hydrogenfluoride; triethylamine; In tetrahydrofuran; pyridine; dichloromethane;
DOI:10.1016/j.bmc.2013.05.033

Reference yield:

: 1447274-00-1
methyl 2-(1-(3-bromobenzamido)-2-((triisopropylsilyl)oxy)ethyl)oxazole-4-carboxylate

: 1447274-02-3
methyl 2'-(3-bromophenyl)-4',5'-dihydro-[2,4'-bioxazole]-4-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: pyridine hydrogenfluoride / tetrahydrofuran; pyridine / 18 h / 20 °C / Inert atmosphere

2.1: diethylamino-sulfur trifluoride / dichloromethane / 3 h / -78 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

With diethylamino-sulfur trifluoride; pyridine hydrogenfluoride; In tetrahydrofuran; pyridine; dichloromethane;
DOI:10.1016/j.bmc.2013.05.033