(2R,4S)-ethyl 4-(3-benzoyl-4-benzyl-5-oxo-2-phenyl-1,3-oxazolidin-4-yl) 3-oxobutanoate

Base Information

• Chemical Name: (2R,4S)-ethyl 4-(3-benzoyl-4-benzyl-5-oxo-2-phenyl-1,3-oxazolidin-4-yl) 3-oxobutanoate
• CAS No.: 258854-43-2
• Molecular Formula: C₂₉H₂₇NO₆
• Molecular Weight: 485.536
• Mol file: 258854-43-2.mol

Synonyms:(2R,4S)-ethyl 4-(3-benzoyl-4-benzyl-5-oxo-2-phenyl-1,3-oxazolidin-4-yl) 3-oxobutanoate

Chemical Property of (2R,4S)-ethyl 4-(3-benzoyl-4-benzyl-5-oxo-2-phenyl-1,3-oxazolidin-4-yl) 3-oxobutanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,4S)-ethyl 4-(3-benzoyl-4-benzyl-5-oxo-2-phenyl-1,3-oxazolidin-4-yl) 3-oxobutanoate

There total 4 articles about (2R,4S)-ethyl 4-(3-benzoyl-4-benzyl-5-oxo-2-phenyl-1,3-oxazolidin-4-yl) 3-oxobutanoate 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:

cycl-isopropylidene malonate (2033-24-1) + ethanol (64-17-5) + ((2R,4S)-3-Benzoyl-4-benzyl-5-oxo-2-phenyl-oxazolidin-4-yl)-acetyl chloride (179910-98-6) → (2R,4S)-ethyl 4-(3-benzoyl-4-benzyl-5-oxo-2-phenyl-1,3-oxazolidin-4-yl) 3-oxobutanoate (258854-43-2)

Guidance literature:

cycl-isopropylidene malonate; ((2R,4S)-3-Benzoyl-4-benzyl-5-oxo-2-phenyl-oxazolidin-4-yl)-acetyl chloride; With pyridine; In dichloromethane; at 0 - 20 ℃;

ethanol; for 2.5h; Heating;

DOI:10.1021/jo991306v

Reference yield:

(2R,4S)-3-benzoyl-4-benzyl-2-phenyloxazolidin-5-one (113806-30-7) → (2R,4S)-ethyl 4-(3-benzoyl-4-benzyl-5-oxo-2-phenyl-1,3-oxazolidin-4-yl) 3-oxobutanoate (258854-43-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: LiHMDS / tetrahydrofuran / 0.12 h / -78 °C

1.2: 87 percent / tetrahydrofuran / -78 - 20 °C

2.1: 41 percent / TFA / CH₂Cl₂ / 0.08 h / 0 °C

3.1: oxalyl chloride; dimethylformamide / CH₂Cl₂ / 0 - 20 °C

4.1: pyridine / CH₂Cl₂ / 0 - 20 °C

4.2: 203 mg / 2.5 h / Heating

With pyridine; oxalyl dichloride; N,N-dimethyl-formamide; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; 1.1: Metallation / 1.2: Alkylation / 2.1: Hydrolysis / 3.1: Chlorination / 4.1: Substitution / 4.2: Ring cleavage;

DOI:10.1021/jo991306v

Reference yield:

((2'R,4'S)-(+)-3'-Benzoyl-4'-benzyl-5'-oxo-2'-phenyloxazolidin-4'-yl)acetic acid (179910-97-5) → (2R,4S)-ethyl 4-(3-benzoyl-4-benzyl-5-oxo-2-phenyl-1,3-oxazolidin-4-yl) 3-oxobutanoate (258854-43-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: oxalyl chloride; dimethylformamide / CH₂Cl₂ / 0 - 20 °C

2.1: pyridine / CH₂Cl₂ / 0 - 20 °C

2.2: 203 mg / 2.5 h / Heating

With pyridine; oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; 1.1: Chlorination / 2.1: Substitution / 2.2: Ring cleavage;

DOI:10.1021/jo991306v

upstream raw materials:

cycl-isopropylidene malonate

ethanol

((2R,4S)-3-Benzoyl-4-benzyl-5-oxo-2-phenyl-oxazolidin-4-yl)-acetyl chloride

(2R,4S)-3-benzoyl-4-benzyl-2-phenyloxazolidin-5-one