3-((2S,5R)-4-oxo-5-(2-oxo-2-((2-(3,4-dimethoxyphenyl)(²H₄)ethyl)amino)ethyl)-2-(4-(phenylethynyl)phenyl)thiazolidin-3-yl)benzamide

Base Information

• Chemical Name: 3-((2S,5R)-4-oxo-5-(2-oxo-2-((2-(3,4-dimethoxyphenyl)(²H₄)ethyl)amino)ethyl)-2-(4-(phenylethynyl)phenyl)thiazolidin-3-yl)benzamide
• CAS No.: 1449715-17-6
• Molecular Formula: C₃₆H₃₃N₃O₅S
• Molecular Weight: 623.709

Synonyms:3-((2S,5R)-4-oxo-5-(2-oxo-2-((2-(3,4-dimethoxyphenyl)(²H₄)ethyl)amino)ethyl)-2-(4-(phenylethynyl)phenyl)thiazolidin-3-yl)benzamide

Chemical Property of 3-((2S,5R)-4-oxo-5-(2-oxo-2-((2-(3,4-dimethoxyphenyl)(²H₄)ethyl)amino)ethyl)-2-(4-(phenylethynyl)phenyl)thiazolidin-3-yl)benzamide

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Technology Process of 3-((2S,5R)-4-oxo-5-(2-oxo-2-((2-(3,4-dimethoxyphenyl)(²H₄)ethyl)amino)ethyl)-2-(4-(phenylethynyl)phenyl)thiazolidin-3-yl)benzamide

There total 5 articles about 3-((2S,5R)-4-oxo-5-(2-oxo-2-((2-(3,4-dimethoxyphenyl)(²H₄)ethyl)amino)ethyl)-2-(4-(phenylethynyl)phenyl)thiazolidin-3-yl)benzamide 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: 35.0%

3-((2S,5R)-4-oxo-5-(2-oxo-2-((2-(4-hydroxy-3-methoxyphenyl)(2H4)ethyl)amino)ethyl)-2-(4-(phenylethynyl)phenyl)thiazolidin-3-yl)benzamide (1449715-16-5) + dimethyl sulfate (77-78-1) → 3-((2S,5R)-4-oxo-5-(2-oxo-2-((2-(3,4-dimethoxyphenyl)(2H4)ethyl)amino)ethyl)-2-(4-(phenylethynyl)phenyl)thiazolidin-3-yl)benzamide (1449715-17-6)

Guidance literature:

With potassium carbonate; In acetone; at 20 ℃;

Reference yield:

4-(phenylethynyl)benzaldehyde (57341-98-7) → 3-((2S,5R)-4-oxo-5-(2-oxo-2-((2-(3,4-dimethoxyphenyl)(2H4)ethyl)amino)ethyl)-2-(4-(phenylethynyl)phenyl)thiazolidin-3-yl)benzamide (1449715-17-6)

Guidance literature:

Multi-step reaction with 4 steps

1: acetonitrile / 72 h / 83 °C

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran; methanol / 70 °C

3: N-ethyl-N,N-diisopropylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / dichloromethane / 5 h / 20 °C

4: potassium carbonate / acetone / 20 °C

With potassium carbonate; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; acetone; acetonitrile;

Reference yield:

2-((2S,5S)-3-(3-carbamoylphenyl)-4-oxo-2-(4-(phenylethynyl)phenyl)thiazolidin-5-yl)acetic acid (1449715-38-1) → 3-((2S,5R)-4-oxo-5-(2-oxo-2-((2-(3,4-dimethoxyphenyl)(2H4)ethyl)amino)ethyl)-2-(4-(phenylethynyl)phenyl)thiazolidin-3-yl)benzamide (1449715-17-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran; methanol / 70 °C

2: N-ethyl-N,N-diisopropylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / dichloromethane / 5 h / 20 °C

3: potassium carbonate / acetone / 20 °C

With potassium carbonate; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; acetone;

upstream raw materials:

4-(phenylethynyl)benzaldehyde

3-Aminobenzamide

2-((2S,5S)-3-(3-carbamoylphenyl)-4-oxo-2-(4-(phenylethynyl)phenyl)thiazolidin-5-yl)acetic acid

3-((2S,5R)-4-oxo-5-(2-oxo-2-((2-(4-hydroxy-3-methoxyphenyl)(²H₄)ethyl)amino)ethyl)-2-(4-(phenylethynyl)phenyl)thiazolidin-3-yl)benzamide

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