(S)-ethyl 1-(4-(5-((2-((tert-butoxycarbonyl)amino)thiazole-5-carboxamido)methyl)-2-oxooxazolidin-3-yl)phenyl)piperidine-4-carboxylate

Base Information

• Chemical Name: (S)-ethyl 1-(4-(5-((2-((tert-butoxycarbonyl)amino)thiazole-5-carboxamido)methyl)-2-oxooxazolidin-3-yl)phenyl)piperidine-4-carboxylate
• CAS No.: 1444001-05-1
• Molecular Formula: C₂₇H₃₅N₅O₇S
• Molecular Weight: 573.67
• Mol file: 1444001-05-1.mol

Synonyms:(S)-ethyl 1-(4-(5-((2-((tert-butoxycarbonyl)amino)thiazole-5-carboxamido)methyl)-2-oxooxazolidin-3-yl)phenyl)piperidine-4-carboxylate

Chemical Property of (S)-ethyl 1-(4-(5-((2-((tert-butoxycarbonyl)amino)thiazole-5-carboxamido)methyl)-2-oxooxazolidin-3-yl)phenyl)piperidine-4-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-ethyl 1-(4-(5-((2-((tert-butoxycarbonyl)amino)thiazole-5-carboxamido)methyl)-2-oxooxazolidin-3-yl)phenyl)piperidine-4-carboxylate

There total 7 articles about (S)-ethyl 1-(4-(5-((2-((tert-butoxycarbonyl)amino)thiazole-5-carboxamido)methyl)-2-oxooxazolidin-3-yl)phenyl)piperidine-4-carboxylate 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: 48.0%

(S)-ethyl 1-(4-(5-(aminomethyl)-2-oxooxazolidin-3-yl)phenyl)piperidine-4-carboxylate (1444001-04-0) + 2-tert-butoxycarbonylamino-1,3-thiazole-5-carboxylic acid chloride (302964-20-1) → (S)-ethyl 1-(4-(5-((2-((tert-butoxycarbonyl)amino)thiazole-5-carboxamido)methyl)-2-oxooxazolidin-3-yl)phenyl)piperidine-4-carboxylate (1444001-05-1)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 15h;

DOI:10.1016/j.ejmech.2013.03.056

Reference yield:

4-carbethoxypiperidine (1126-09-6) → (S)-ethyl 1-(4-(5-((2-((tert-butoxycarbonyl)amino)thiazole-5-carboxamido)methyl)-2-oxooxazolidin-3-yl)phenyl)piperidine-4-carboxylate (1444001-05-1)

Guidance literature:

Multi-step reaction with 6 steps

1: potassium carbonate / dimethyl sulfoxide / 15 h / 55 °C

2: palladium 10% on activated carbon; hydrogen / ethanol / 20 °C / 760.05 Torr

3: ethanol / 15 h / Reflux

4: dmap / tetrahydrofuran / 15 h / 60 °C

5: hydrazine hydrate / ethanol / 2.5 h / 0 - 80 °C

6: triethylamine / dichloromethane / 15 h / 0 - 20 °C

With dmap; palladium 10% on activated carbon; hydrogen; potassium carbonate; hydrazine hydrate; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; dimethyl sulfoxide;

DOI:10.1016/j.ejmech.2013.03.056

Reference yield:

4-Fluoronitrobenzene (350-46-9,178603-76-4) → (S)-ethyl 1-(4-(5-((2-((tert-butoxycarbonyl)amino)thiazole-5-carboxamido)methyl)-2-oxooxazolidin-3-yl)phenyl)piperidine-4-carboxylate (1444001-05-1)

Guidance literature:

Multi-step reaction with 6 steps

1: potassium carbonate / dimethyl sulfoxide / 15 h / 55 °C

2: palladium 10% on activated carbon; hydrogen / ethanol / 20 °C / 760.05 Torr

3: ethanol / 15 h / Reflux

4: dmap / tetrahydrofuran / 15 h / 60 °C

5: hydrazine hydrate / ethanol / 2.5 h / 0 - 80 °C

6: triethylamine / dichloromethane / 15 h / 0 - 20 °C

With dmap; palladium 10% on activated carbon; hydrogen; potassium carbonate; hydrazine hydrate; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; dimethyl sulfoxide;

DOI:10.1016/j.ejmech.2013.03.056

upstream raw materials:

4-carbethoxypiperidine

4-Fluoronitrobenzene

(S)-ethyl 1-(4-(5-(aminomethyl)-2-oxooxazolidin-3-yl)phenyl)piperidine-4-carboxylate

2-tert-butoxycarbonylamino-1,3-thiazole-5-carboxylic acid chloride