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

Base Information

• Chemical Name: 2-Oxazolidinone,3-ethyl-4-[(R)-hydroxy(1-methyl-1H-imidazol-5-yl)methyl]-,(4R)-(9CI)
• CAS No.: 462100-57-8
• Molecular Formula: C₁₀H₁₅N₃O₃
• Molecular Weight: 225.247
• Mol file: 462100-57-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 11 articles about 2-Oxazolidinone,3-ethyl-4-[(R)-hydroxy(1-methyl-1H-imidazol-5-yl)methyl]-,(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)-3-ethyl-4-(1'-methyl-5'-imidazolylcarbonyl)-2-oxazolidinone (462100-53-4) → (1S)-1-((4R)-3-ethyl-2-oxo-4-oxazolidinyl)-1-(1'-methyl-5'-imidazolyl)methanol (462100-57-8) + (R,R)-1-(3-ethyl-2-oxo-4-oxazolidinyl)-1-(1'-methyl-5'-imidazolyl)methanol (462100-57-8)

Guidance literature:

With L-Selectride; In tetrahydrofuran; at -78 ℃; for 2h;

DOI:10.1021/jo0111210

Reference yield:

(R)-3-ethyl-4-(1'-methyl-5'-imidazolylcarbonyl)-2-oxazolidinone (462100-53-4) → (1S)-1-((4R)-3-ethyl-2-oxo-4-oxazolidinyl)-1-(1'-methyl-5'-imidazolyl)methanol (462100-57-8) + (R,R)-1-(3-ethyl-2-oxo-4-oxazolidinyl)-1-(1'-methyl-5'-imidazolyl)methanol (462100-57-8)

Guidance literature:

With L-Selectride; In tetrahydrofuran; at -78 ℃; for 2h;

DOI:10.1021/jo0111210

Reference yield:

(R)-2-Eth-(E)-ylideneamino-3-hydroxy-propionic acid benzyl ester → (1S)-1-((4R)-3-ethyl-2-oxo-4-oxazolidinyl)-1-(1'-methyl-5'-imidazolyl)methanol (462100-57-8)

Guidance literature:

Multi-step reaction with 6 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

6.1: sodium borohydride / H₂O; propan-2-ol / 1 h / 0 - 20 °C

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

DOI:10.1021/jo0111210

upstream raw materials:

(R)-3-ethyl-4-(1'-methyl-5'-imidazolylcarbonyl)-2-oxazolidinone

(R)-3-ethyl-2-oxo-4-oxazolidinecarboxylic acid

D-N-ethylserine benzyl ester

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