Benzoic acid (R)-5-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-2-methyl-5-oxo-pentyl ester

Base Information

• Chemical Name: Benzoic acid (R)-5-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-2-methyl-5-oxo-pentyl ester
• CAS No.: 753487-49-9
• Molecular Formula: C₂₃H₂₅NO₅
• Molecular Weight: 395.455
• Mol file: 753487-49-9.mol

Synonyms:Benzoic acid (R)-5-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-2-methyl-5-oxo-pentyl ester

Chemical Property of Benzoic acid (R)-5-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-2-methyl-5-oxo-pentyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzoic acid (R)-5-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-2-methyl-5-oxo-pentyl ester

There total 3 articles about Benzoic acid (R)-5-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-2-methyl-5-oxo-pentyl 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:

Benzoic acid (R)-4-carboxy-2-methyl-butyl ester (914641-62-6) → Benzoic acid (R)-5-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-2-methyl-5-oxo-pentyl ester (753487-49-9)

Guidance literature:

Multi-step reaction with 2 steps

1: (COCl)2; DMF / CH₂Cl₂ / 2 h / 20 °C

2: 7.21 g / tetrahydrofuran / 4 h / -78 - 20 °C

With oxalyl dichloride; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ol049065n

Reference yield:

(4R)-5-benzoyloxy-4-methyl-pentanoic acid tert-butyl ester (753487-48-8) → Benzoic acid (R)-5-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-2-methyl-5-oxo-pentyl ester (753487-49-9)

Guidance literature:

Multi-step reaction with 3 steps

1: TFA / CH₂Cl₂ / 6 h / 20 °C

2: (COCl)2; DMF / CH₂Cl₂ / 2 h / 20 °C

3: 7.21 g / tetrahydrofuran / 4 h / -78 - 20 °C

With oxalyl dichloride; N,N-dimethyl-formamide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ol049065n

Reference yield:

(S)-4-benzyl-2-oxazolidinone lithium salt (101711-90-4,123731-35-1,128677-61-2) + Benzoic acid (R)-4-chlorocarbonyl-2-methyl-butyl ester → Benzoic acid (R)-5-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-2-methyl-5-oxo-pentyl ester (753487-49-9)

Guidance literature:

In tetrahydrofuran; at -78 - 20 ℃; for 4h;

DOI:10.1021/ol049065n

upstream raw materials:

(S)-4-benzyl-2-oxazolidinone lithium salt

Benzoic acid (R)-4-carboxy-2-methyl-butyl ester

(4R)-5-benzoyloxy-4-methyl-pentanoic acid tert-butyl ester

Downstream raw materials:

Benzoic acid (2R,4S)-5-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-4-tert-butoxycarbonylamino-2-methyl-5-oxo-pentyl ester

Benzoic acid (2R,4S)-4-tert-butoxycarbonylamino-4-carboxy-2-methyl-butyl ester

Benzoic acid (2R,4S)-4-azido-5-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-2-methyl-5-oxo-pentyl ester