2-Oxazolidinone,3-ethyl-4-[(1-methyl-1H-imidazol-5-yl)carbonyl]-,(4R)-(9CI)

Base Information

• Chemical Name: 2-Oxazolidinone,3-ethyl-4-[(1-methyl-1H-imidazol-5-yl)carbonyl]-,(4R)-(9CI)
• CAS No.: 462100-53-4
• Molecular Formula: C₁₀H₁₃N₃O₃
• Molecular Weight: 223.232
• Mol file: 462100-53-4.mol

Synonyms:2-Oxazolidinone,3-ethyl-4-[(1-methyl-1H-imidazol-5-yl)carbonyl]-,(4R)-(9CI)

Chemical Property of 2-Oxazolidinone,3-ethyl-4-[(1-methyl-1H-imidazol-5-yl)carbonyl]-,(4R)-(9CI)

Chemical Property:

• Melting Point: 117 - 119 °C (ethyl acetate)
• PSA: 64.43000
• LogP: 0.38140

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Oxazolidinone,3-ethyl-4-[(1-methyl-1H-imidazol-5-yl)carbonyl]-,(4R)-(9CI)

There total 6 articles about 2-Oxazolidinone,3-ethyl-4-[(1-methyl-1H-imidazol-5-yl)carbonyl]-,(4R)-(9CI) 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:

(R)-2-Eth-(E)-ylideneamino-3-hydroxy-propionic acid benzyl ester → (R)-3-ethyl-4-(1'-methyl-5'-imidazolylcarbonyl)-2-oxazolidinone (462100-53-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 48.1 g / sodium borohydride / methanol / 3 h / -13 - -7 °C

2.1: 92 percent / 1-methylimidazole / nitromethane / 3 h / 0 °C

3.1: hydrogen / 5percent Pd/C / ethyl acetate / 1.5 h / 20 °C / 3102.97 Torr

4.1: 88 percent / methanesulfonic acid / CH₂Cl₂ / 1 h / 0 °C

5.1: ethylmagnesium bromide / CH₂Cl₂ / 1.33 h / 20 °C

5.2: CH₂Cl₂ / -20 - 20 °C

With 1-methyl-1H-imidazole; sodium tetrahydroborate; methanesulfonic acid; ethylmagnesium bromide; hydrogen; 5percent Pd/C; In methanol; nitromethane; dichloromethane; ethyl acetate;

DOI:10.1021/jo0111210

Reference yield:

D-N-ethylserine benzyl ester (462629-55-6) → (R)-3-ethyl-4-(1'-methyl-5'-imidazolylcarbonyl)-2-oxazolidinone (462100-53-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 92 percent / 1-methylimidazole / nitromethane / 3 h / 0 °C

2.1: hydrogen / 5percent Pd/C / ethyl acetate / 1.5 h / 20 °C / 3102.97 Torr

3.1: 88 percent / methanesulfonic acid / CH₂Cl₂ / 1 h / 0 °C

4.1: ethylmagnesium bromide / CH₂Cl₂ / 1.33 h / 20 °C

4.2: CH₂Cl₂ / -20 - 20 °C

With 1-methyl-1H-imidazole; methanesulfonic acid; ethylmagnesium bromide; hydrogen; 5percent Pd/C; In nitromethane; dichloromethane; ethyl acetate;

DOI:10.1021/jo0111210

Reference yield:

benzyl (R)-3-ethyl-2-oxo-4-oxazolidinecarboxylate (462100-54-5) → (R)-3-ethyl-4-(1'-methyl-5'-imidazolylcarbonyl)-2-oxazolidinone (462100-53-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: hydrogen / 5percent Pd/C / ethyl acetate / 1.5 h / 20 °C / 3102.97 Torr

2.1: 88 percent / methanesulfonic acid / CH₂Cl₂ / 1 h / 0 °C

3.1: ethylmagnesium bromide / CH₂Cl₂ / 1.33 h / 20 °C

3.2: CH₂Cl₂ / -20 - 20 °C

With methanesulfonic acid; ethylmagnesium bromide; hydrogen; 5percent Pd/C; In dichloromethane; ethyl acetate;

DOI:10.1021/jo0111210

upstream raw materials:

5-bromo-N-methylimidazole

ethyl (R)-3-ethyl-2-oxo-4-oxazolidinecarboxylate

5-iodo-1N-methyl imidazole

tetrahydropyran-2-yl (R)-3-ethyl-2-oxo-4-oxazolidinecarboxylate

Downstream raw materials:

(1S)-1-((4R)-3-ethyl-2-oxo-4-oxazolidinyl)-1-(1'-methyl-5'-imidazolyl)methanol

(R,R)-1-(3-ethyl-2-oxo-4-oxazolidinyl)-1-(1'-methyl-5'-imidazolyl)methanol