ethyl 5-(4-methoxyphenyl)-2-(thiophen-2-yl)oxazole-4-carboxylate

Base Information

• Chemical Name: ethyl 5-(4-methoxyphenyl)-2-(thiophen-2-yl)oxazole-4-carboxylate
• CAS No.: 1082444-80-1
• Molecular Formula: C₁₇H₁₅NO₄S
• Molecular Weight: 329.376
• Mol file: 1082444-80-1.mol

Synonyms:ethyl 5-(4-methoxyphenyl)-2-(thiophen-2-yl)oxazole-4-carboxylate

Chemical Property of ethyl 5-(4-methoxyphenyl)-2-(thiophen-2-yl)oxazole-4-carboxylate

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of ethyl 5-(4-methoxyphenyl)-2-(thiophen-2-yl)oxazole-4-carboxylate

There total 6 articles about ethyl 5-(4-methoxyphenyl)-2-(thiophen-2-yl)oxazole-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: 62.0%

2-Iodothiophene (3437-95-4,149762-92-5) + ethyl 5-(4-methoxyphenyl)oxazole-4-carboxylate (255728-49-5) → ethyl 5-(4-methoxyphenyl)-2-(thiophen-2-yl)oxazole-4-carboxylate (1082444-80-1)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; tetrabutylammomium bromide; caesium carbonate; In toluene; at 110 ℃; for 24h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.8b00530

Reference yield:

thiophene boronic acid (6165-68-0) + ethyl 2-iodo-5-(4-methoxyphenyl)oxazole-4-carboxylate (1082444-79-8) → ethyl 5-(4-methoxyphenyl)-2-(thiophen-2-yl)oxazole-4-carboxylate (1082444-80-1)

Guidance literature:

With sodium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In water; acetonitrile; at 150 ℃; for 0.25h; Microwave irradiation;

Reference yield:

4-methoxy-benzoyl chloride (100-07-2) → ethyl 5-(4-methoxyphenyl)-2-(thiophen-2-yl)oxazole-4-carboxylate (1082444-80-1)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium tert-butylate / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere

2: caesium carbonate; tetrabutylammomium bromide; 1,1'-bis-(diphenylphosphino)ferrocene / toluene / 24 h / 110 °C / Sealed tube; Inert atmosphere

With 1,1'-bis-(diphenylphosphino)ferrocene; potassium tert-butylate; tetrabutylammomium bromide; caesium carbonate; In tetrahydrofuran; toluene;

DOI:10.1021/acs.orglett.8b00530

upstream raw materials:

thiophene boronic acid

ethyl 2-iodo-5-(4-methoxyphenyl)oxazole-4-carboxylate

Ethyl isocyanoacetate

4-methoxy-benzoyl chloride

Downstream raw materials:

5-(4-methoxyphenyl)-2-(thiophen-2-yl)oxazole-4-carboxylic acid

5-(4-methoxyphenyl)-2-(thiophen-2-yl)oxazole-4-carboxamide