2-{[(3,5-dimethoxy-4-methylbenzoyl)(3-phenylpropyl)amino]methyl}-N-[(3-oxopyrrolidin-1-yl)sulfonyl]-1,3-thiazole-4-carboxamide

Base Information

Chemical Name:2-{[(3,5-dimethoxy-4-methylbenzoyl)(3-phenylpropyl)amino]methyl}-N-[(3-oxopyrrolidin-1-yl)sulfonyl]-1,3-thiazole-4-carboxamide
CAS No.:1282544-33-5
Molecular Formula:C₂₈H₃₂N₄O₇S₂
Molecular Weight:600.717
Hs Code.:

Synonyms:2-{[(3,5-dimethoxy-4-methylbenzoyl)(3-phenylpropyl)amino]methyl}-N-[(3-oxopyrrolidin-1-yl)sulfonyl]-1,3-thiazole-4-carboxamide

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Chemical Property of 2-{[(3,5-dimethoxy-4-methylbenzoyl)(3-phenylpropyl)amino]methyl}-N-[(3-oxopyrrolidin-1-yl)sulfonyl]-1,3-thiazole-4-carboxamide

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Technology Process of 2-{[(3,5-dimethoxy-4-methylbenzoyl)(3-phenylpropyl)amino]methyl}-N-[(3-oxopyrrolidin-1-yl)sulfonyl]-1,3-thiazole-4-carboxamide

There total 6 articles about 2-{[(3,5-dimethoxy-4-methylbenzoyl)(3-phenylpropyl)amino]methyl}-N-[(3-oxopyrrolidin-1-yl)sulfonyl]-1,3-thiazole-4-carboxamide 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:

: 6436-59-5
ethyl 2-methylthiazole-4-carboxylate

: 1282544-33-5
2-{[(3,5-dimethoxy-4-methylbenzoyl)(3-phenylpropyl)amino]methyl}-N-[(3-oxopyrrolidin-1-yl)sulfonyl]-1,3-thiazole-4-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: N-Bromosuccinimide / dibenzoyl peroxide / tetrachloromethane; water / 1.67 h / Irradiation; Reflux

1.2: 2 h / 0 - 20 °C / Inert atmosphere

2.1: potassium carbonate / methanol; acetonitrile / 1 h / 20 °C / Cooling with ice

3.1: triethylamine / acetonitrile / 1 h / 20 °C / Cooling with ice/methanol

4.1: water; sodium hydroxide / tetrahydrofuran; ethanol / 2 h / 20 °C

4.2: Cooling with ice

5.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 1 h / 60 °C

5.2: 20 °C / Cooling with ice

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

7.1: Dess-Martin periodane / dichloromethane / 3 h / 20 °C

With N-Bromosuccinimide; tetrabutyl ammonium fluoride; water; potassium carbonate; Dess-Martin periodane; triethylamine; 1,1'-carbonyldiimidazole; sodium hydroxide; dibenzoyl peroxide; In tetrahydrofuran; methanol; tetrachloromethane; ethanol; dichloromethane; water; acetonitrile;

Reference yield:

: 1282544-16-4
2-{[(3,5-dimethoxy-4-methylbenzoyl)(3-phenylpropyl)amino]methyl}-N-[(3-hydroxypyrrolidin-1-yl)sulfonyl]-1,3-thiazole-4-carboxamide

: 1282544-33-5
2-{[(3,5-dimethoxy-4-methylbenzoyl)(3-phenylpropyl)amino]methyl}-N-[(3-oxopyrrolidin-1-yl)sulfonyl]-1,3-thiazole-4-carboxamide

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 3h;

Reference yield:

: 78502-71-3
ethyl 2-(bromomethyl)-1,3-thiazole-4-carboxylate

: 1282544-33-5
2-{[(3,5-dimethoxy-4-methylbenzoyl)(3-phenylpropyl)amino]methyl}-N-[(3-oxopyrrolidin-1-yl)sulfonyl]-1,3-thiazole-4-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium carbonate / methanol; acetonitrile / 1 h / 20 °C / Cooling with ice

2.1: triethylamine / acetonitrile / 1 h / 20 °C / Cooling with ice/methanol

3.1: water; sodium hydroxide / tetrahydrofuran; ethanol / 2 h / 20 °C

3.2: Cooling with ice

4.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 1 h / 60 °C

4.2: 20 °C / Cooling with ice

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

6.1: Dess-Martin periodane / dichloromethane / 3 h / 20 °C

With tetrabutyl ammonium fluoride; water; potassium carbonate; Dess-Martin periodane; triethylamine; 1,1'-carbonyldiimidazole; sodium hydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; acetonitrile;