Carbamic acid, [4-[2-[2-(acetylamino)-5-[2-[4-(methylsulfonyl)phenyl]ethyl]-4-thiazolyl]eth yl]phenyl]-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: Carbamic acid, [4-[2-[2-(acetylamino)-5-[2-[4-(methylsulfonyl)phenyl]ethyl]-4-thiazolyl]eth yl]phenyl]-, 1,1-dimethylethyl ester
• CAS No.: 737827-44-0
• Molecular Formula: C27H33N3O5S2
• Molecular Weight: 543.708

Synonyms:

Chemical Property of Carbamic acid, [4-[2-[2-(acetylamino)-5-[2-[4-(methylsulfonyl)phenyl]ethyl]-4-thiazolyl]eth yl]phenyl]-, 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Carbamic acid, [4-[2-[2-(acetylamino)-5-[2-[4-(methylsulfonyl)phenyl]ethyl]-4-thiazolyl]eth yl]phenyl]-, 1,1-dimethylethyl ester

There total 13 articles about Carbamic acid, [4-[2-[2-(acetylamino)-5-[2-[4-(methylsulfonyl)phenyl]ethyl]-4-thiazolyl]eth yl]phenyl]-, 1,1-dimethylethyl 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: 73.0%

tert-butyl {4-[2-(2-acetamido-5-{2-[4-(methylsulfonyl)-phenyl]vinyl}-1,3-thiazol-4-yl)ethyl]phenyl}carbamate → tert-butyl N-{4-[2-(2-(acetylamino)-5-{2-[4-(methylsulfonyl)phenyl]ethyl}-1,3-thiazol-4-yl)ethyl]phenyl}carbamate (737827-44-0)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 6h; under 2280.15 Torr;

DOI:10.1016/j.bmc.2013.02.048

Reference yield:

ethyl 2-(acetylamino)-4-[(E)-2-(4-nitrophenyl)ethenyl]-1,3-thiazole-5-carboxylate (737823-53-9) → tert-butyl N-{4-[2-(2-(acetylamino)-5-{2-[4-(methylsulfonyl)phenyl]ethyl}-1,3-thiazol-4-yl)ethyl]phenyl}carbamate (737827-44-0)

Guidance literature:

Multi-step reaction with 8 steps

1.1: palladium 10% on activated carbon; hydrogen / ethanol; tetrahydrofuran / 3 h / 20 °C / 3040.2 Torr / Inert atmosphere

2.1: tetrahydrofuran / 2 h / Inert atmosphere; Reflux

3.1: sodium hydroxide / ethanol / 5 h / Reflux

3.2: 20 °C / pH 4

4.1: pyridine / 0 - 20 °C / Inert atmosphere

5.1: benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / N,N-dimethyl-formamide; dichloromethane / 3 h / 20 °C / Inert atmosphere

6.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

7.1: potassium tert-butylate / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

8.1: palladium 10% on activated carbon; hydrogen / methanol / 6 h / 20 °C / 2280.15 Torr

With pyridine; lithium aluminium tetrahydride; palladium 10% on activated carbon; potassium tert-butylate; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; sodium hydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; 7.1: |Wittig Olefination;

DOI:10.1016/j.bmc.2013.02.048

Reference yield:

ethyl 2-(acetylamino)-4-[2-(4-aminophenyl)ethyl]-1,3-thiazole-5-carboxylate → tert-butyl N-{4-[2-(2-(acetylamino)-5-{2-[4-(methylsulfonyl)phenyl]ethyl}-1,3-thiazol-4-yl)ethyl]phenyl}carbamate (737827-44-0)

Guidance literature:

Multi-step reaction with 7 steps

1.1: tetrahydrofuran / 2 h / Inert atmosphere; Reflux

2.1: sodium hydroxide / ethanol / 5 h / Reflux

2.2: 20 °C / pH 4

3.1: pyridine / 0 - 20 °C / Inert atmosphere

4.1: benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / N,N-dimethyl-formamide; dichloromethane / 3 h / 20 °C / Inert atmosphere

5.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

6.1: potassium tert-butylate / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

7.1: palladium 10% on activated carbon; hydrogen / methanol / 6 h / 20 °C / 2280.15 Torr

With pyridine; lithium aluminium tetrahydride; palladium 10% on activated carbon; potassium tert-butylate; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; sodium hydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; 6.1: |Wittig Olefination;

DOI:10.1016/j.bmc.2013.02.048

upstream raw materials:

ethyl 2-(acetylamino)-4-(chloromethyl)-1,3-thiazole-5-carboxylate

ethyl 2-(acetylamino)-4-[(E)-2-(4-nitrophenyl)ethenyl]-1,3-thiazole-5-carboxylate

ethyl 2-(acetylamino)-4-(2-{4-[(tert-butoxycarbonyl)amino]phenyl}-ethyl)-1,3-thiazole-5-carboxylate

2-(acetylamino)-4-(2-{4-[(tert-butoxycarbonyl)-amino]phenyl}ethyl)-1,3-thiazole-5-carboxylic acid

Downstream raw materials:

N-(4-[2-(4-aminophenyl)ethyl]-5-{2-[4-(methylsulfonyl)phenyl]ethyl}-1,3-thiazol-2-yl)acetamide

tert-butyl {(E)-({4-[2-(2-acetamido-5-{2-[4-(methylsulfonyl)phenyl]ethyl}-1,3-thiazol-4-yl)ethyl]phenyl}amino)[(tert-butoxycarbonyl)amino]methylene}carbamate

N-{4-[2-(4-{[amino(imino)methyl]amino}phenyl)ethyl]-5-[2-[4-(methylsulfonyl)phenyl]ethyl]-1,3-thiazol-2-yl}acetamide hydrochloride

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