acetic acid 2-[5-(4-dimethylamino-phenyl)-2-(3,4,5-trimethoxy-phenyl)-[1,3,4]oxadiazol-3-yl]-2-oxo-ethyl ester

Base Information

• Chemical Name: acetic acid 2-[5-(4-dimethylamino-phenyl)-2-(3,4,5-trimethoxy-phenyl)-[1,3,4]oxadiazol-3-yl]-2-oxo-ethyl ester
• CAS No.: 380922-01-0
• Molecular Formula: C₂₃H₂₇N₃O₇
• Molecular Weight: 457.483

Synonyms:acetic acid 2-[5-(4-dimethylamino-phenyl)-2-(3,4,5-trimethoxy-phenyl)-[1,3,4]oxadiazol-3-yl]-2-oxo-ethyl ester

Chemical Property of acetic acid 2-[5-(4-dimethylamino-phenyl)-2-(3,4,5-trimethoxy-phenyl)-[1,3,4]oxadiazol-3-yl]-2-oxo-ethyl ester

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Technology Process of acetic acid 2-[5-(4-dimethylamino-phenyl)-2-(3,4,5-trimethoxy-phenyl)-[1,3,4]oxadiazol-3-yl]-2-oxo-ethyl ester

There total 3 articles about acetic acid 2-[5-(4-dimethylamino-phenyl)-2-(3,4,5-trimethoxy-phenyl)-[1,3,4]oxadiazol-3-yl]-2-oxo-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: 90.0%

potassium acetate (127-08-2) + 4-(chloroacetyl)-2-[4-(N,N-dimethylamino)phenyl]-5-(3,4,5-trimethoxyphenyl)-Δ2,3-oxadiazoline (474398-60-2) → acetic acid 2-[5-(4-dimethylamino-phenyl)-2-(3,4,5-trimethoxy-phenyl)-[1,3,4]oxadiazol-3-yl]-2-oxo-ethyl ester (380922-01-0)

Guidance literature:

In dimethyl sulfoxide; for 15h;

DOI:10.1021/jm010231w

Reference yield:

p-N,N-dimethylaminobenzoic acid (619-84-1) → acetic acid 2-[5-(4-dimethylamino-phenyl)-2-(3,4,5-trimethoxy-phenyl)-[1,3,4]oxadiazol-3-yl]-2-oxo-ethyl ester (380922-01-0)

Guidance literature:

Multi-step reaction with 5 steps

1: EDCI; 4-(N,N-dimethylamino)pyridine / tetrahydrofuran; dimethylformamide / 17 h / 20 °C

2: trifluoroacetic acid / CH₂Cl₂ / 2 h / 0 °C

3: AcOH / ethanol / 0.33 h

4: 55 percent / 0.33 h / 95 °C

5: 90 percent / dimethylsulfoxide / 15 h

With dmap; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In tetrahydrofuran; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1021/jm010231w

Reference yield:

4-Dimethylamino-benzoic acid [1-(3,4,5-trimethoxy-phenyl)-meth-(E)-ylidene]-hydrazide → acetic acid 2-[5-(4-dimethylamino-phenyl)-2-(3,4,5-trimethoxy-phenyl)-[1,3,4]oxadiazol-3-yl]-2-oxo-ethyl ester (380922-01-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 55 percent / 0.33 h / 95 °C

2: 90 percent / dimethylsulfoxide / 15 h

In dimethyl sulfoxide;

DOI:10.1021/jm010231w

upstream raw materials:

potassium acetate

4-(chloroacetyl)-2-[4-(N,N-dimethylamino)phenyl]-5-(3,4,5-trimethoxyphenyl)-Δ2,3-oxadiazoline

p-N,N-dimethylaminobenzoic acid

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