4-(4-Fluoro-phenyl)-4-oxo-3-[(thiophene-3-carbonyl)-amino]-butyric acid ethyl ester

Base Information

• Chemical Name: 4-(4-Fluoro-phenyl)-4-oxo-3-[(thiophene-3-carbonyl)-amino]-butyric acid ethyl ester
• CAS No.: 99923-59-8
• Molecular Formula: C₁₇H₁₆FNO₄S
• Molecular Weight: 349.383

Synonyms:4-(4-Fluoro-phenyl)-4-oxo-3-[(thiophene-3-carbonyl)-amino]-butyric acid ethyl ester

Chemical Property of 4-(4-Fluoro-phenyl)-4-oxo-3-[(thiophene-3-carbonyl)-amino]-butyric acid ethyl ester

Chemical Property:

Purity/Quality:

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Technology Process of 4-(4-Fluoro-phenyl)-4-oxo-3-[(thiophene-3-carbonyl)-amino]-butyric acid ethyl ester

There total 2 articles about 4-(4-Fluoro-phenyl)-4-oxo-3-[(thiophene-3-carbonyl)-amino]-butyric acid ethyl ester 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:

3-thiophene carboxylic acid chloride (41507-35-1) → 4-(4-Fluoro-phenyl)-4-oxo-3-[(thiophene-3-carbonyl)-amino]-butyric acid ethyl ester (99923-59-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / aq. NaHCO₃ / ethyl acetate / Ambient temperature

2: 1.) NaH / 1.) DMF, -50 - -40 deg C, 15 min, 2.) DMF, from -50 to 0 deg C, 30 min

With sodium hydride; sodium hydrogencarbonate; In ethyl acetate;

DOI:10.1021/jm00153a006

Reference yield:

2-amino-4'-fluoroacetophenone hydrochloride (456-00-8) → 4-(4-Fluoro-phenyl)-4-oxo-3-[(thiophene-3-carbonyl)-amino]-butyric acid ethyl ester (99923-59-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / aq. NaHCO₃ / ethyl acetate / Ambient temperature

2: 1.) NaH / 1.) DMF, -50 - -40 deg C, 15 min, 2.) DMF, from -50 to 0 deg C, 30 min

With sodium hydride; sodium hydrogencarbonate; In ethyl acetate;

DOI:10.1021/jm00153a006

Reference yield: 67.0%

4-(4-Fluoro-phenyl)-4-oxo-3-[(thiophene-3-carbonyl)-amino]-butyric acid ethyl ester (99923-59-8) → [5-(4-Fluoro-phenyl)-2-thiophen-3-yl-oxazol-4-yl]-acetic acid ethyl ester (99923-75-8)

Guidance literature:

With trichlorophosphate; In N,N-dimethyl-formamide; at 20 - 25 ℃; for 8h;

DOI:10.1021/jm00153a006

upstream raw materials:

3-thiophene carboxylic acid chloride

2-amino-4'-fluoroacetophenone hydrochloride

Downstream raw materials:

[5-(4-Fluoro-phenyl)-2-thiophen-3-yl-oxazol-4-yl]-acetic acid ethyl ester

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