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

Base Information

• Chemical Name: 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
• CAS No.: 1449715-16-5
• Molecular Formula: C₃₅H₃₁N₃O₅S
• Molecular Weight: 609.682

Synonyms: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

Chemical Property of 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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Technology Process of 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

There total 4 articles about 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 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: 53.0%

2-((2S,5R)-3-(3-carbamoylphenyl)-4-oxo-2-(4-(phenylethynyl)phenyl)thiazolidin-5-yl)acetic acid (1449715-39-2) + 2-(4-hydroxy-3-methoxyphenyl)ethyl-1,1,2,2-d4-amine hydrochloride (1216788-76-9) → 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)

Guidance literature:

With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 5h;

Reference yield:

4-(phenylethynyl)benzaldehyde (57341-98-7) → 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)

Guidance literature:

Multi-step reaction with 3 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

With 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; acetonitrile;

Reference yield:

3-Aminobenzamide (3544-24-9) → 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)

Guidance literature:

Multi-step reaction with 3 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

With 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; acetonitrile;

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

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

Downstream raw materials:

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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