2-(3-chloro-4-methylsulfanylphenyl)-3-cyclopentyl-N-thiazol-2-yl-propionamide

Base Information

• Chemical Name: 2-(3-chloro-4-methylsulfanylphenyl)-3-cyclopentyl-N-thiazol-2-yl-propionamide
• CAS No.: 300355-17-3
• Molecular Formula: C₁₈H₂₁ClN₂OS₂
• Molecular Weight: 380.963
• Mol file: 300355-17-3.mol

Synonyms:2-(3-chloro-4-methylsulfanylphenyl)-3-cyclopentyl-N-thiazol-2-yl-propionamide

Chemical Property of 2-(3-chloro-4-methylsulfanylphenyl)-3-cyclopentyl-N-thiazol-2-yl-propionamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(3-chloro-4-methylsulfanylphenyl)-3-cyclopentyl-N-thiazol-2-yl-propionamide

There total 8 articles about 2-(3-chloro-4-methylsulfanylphenyl)-3-cyclopentyl-N-thiazol-2-yl-propionamide 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: 71.0%

2-thiazolylamine (96-50-4) + 2-(3-chloro-4-methylsulfanylphenyl)-3-cyclopentylpropionic acid (300355-16-2) + (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (56602-33-6) → 2-(3-chloro-4-methylsulfanylphenyl)-3-cyclopentyl-N-thiazol-2-yl-propionamide (300355-17-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane;

Reference yield: 71.0%

2-thiazolylamine (96-50-4) + 2-(3-chloro-4-methylsulfanylphenyl)-3-cyclopentylpropionic acid (300355-16-2) → 2-(3-chloro-4-methylsulfanylphenyl)-3-cyclopentyl-N-thiazol-2-yl-propionamide (300355-17-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 25 ℃; for 14h; Inert atmosphere;

DOI:10.1021/jm3008689

Reference yield:

2-chlorothioanisole (17733-22-1) → 2-(3-chloro-4-methylsulfanylphenyl)-3-cyclopentyl-N-thiazol-2-yl-propionamide (300355-17-3)

Guidance literature:

Multi-step reaction with 7 steps

1.1: aluminum (III) chloride / chloroform / 0.5 h / 0 °C / Inert atmosphere

1.2: 4 h / 0 °C / Inert atmosphere

2.1: sodium tetrahydroborate / methanol / 0.25 h / 0 °C / Inert atmosphere

3.1: pyridine; dmap / 16 h / 25 °C / Inert atmosphere

4.1: N,N,N,N,N,N-hexamethylphosphoric triamide; samarium diiodide / tetrahydrofuran; methanol / 0.1 h / 25 °C / Inert atmosphere

5.1: n-butyllithium; diisopropylamine / hexane; tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

5.2: 16 h / -78 - 25 °C / Inert atmosphere

6.1: potassium hydroxide; water / ethanol / 16 h / 25 °C / Inert atmosphere

7.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 14 h / 25 °C / Inert atmosphere

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; aluminum (III) chloride; sodium tetrahydroborate; n-butyllithium; samarium diiodide; water; diisopropylamine; N-ethyl-N,N-diisopropylamine; potassium hydroxide; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; chloroform;

DOI:10.1021/jm3008689

upstream raw materials:

2-thiazolylamine

2-(3-chloro-4-methylsulfanylphenyl)-3-cyclopentylpropionic acid

(benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate

2-chlorothioanisole