(4R-5R)-4,5-Dihydro-5-[4-(methylsulfonyl)phenyl]-2-phenyl-4-oxazolecarboxylic Acid Ethyl Ester

Base Information

• Chemical Name: (4R-5R)-4,5-Dihydro-5-[4-(methylsulfonyl)phenyl]-2-phenyl-4-oxazolecarboxylic Acid Ethyl Ester
• CAS No.: 139059-00-0
• Molecular Formula: C19H19NO5S
• Molecular Weight: 373.43
• Mol file: 139059-00-0.mol

Synonyms:(4R-5R)-4,5-Dihydro-5-[4-(methylsulfonyl)phenyl]-2-phenyl-4-oxazolecarboxylic Acid Ethyl Ester;(4R-cis)-4,5-Dihydro-5-[4-(Methylsulfonyl)phenyl]-2-phenyl-4-oxazolecarboxylic Acid Ethyl Ester;Ethyl (4R,5R)-D-erythro-4,5-Dihydro-5-(4-Methylsulfonylphenyl)-2-phenyl- 4-oxazolecarboxylate

Chemical Property of (4R-5R)-4,5-Dihydro-5-[4-(methylsulfonyl)phenyl]-2-phenyl-4-oxazolecarboxylic Acid Ethyl Ester

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 574.787°C at 760 mmHg
• Flash Point: 301.421°C
• PSA: 90.41000
• Density: 1.304g/cm³
• LogP: 3.05630
• Solubility.: Chloroform, Dichloromethane, DMSO, Methanol

Purity/Quality:

97% ^*data from raw suppliers

(4R-5R)-4,5-Dihydro-5-[4-(methylsulfonyl)phenyl]-2-phenyl-4-oxazolecarboxylicAcidEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Intermediate in the preparation of Florfenicol.

Technology Process of (4R-5R)-4,5-Dihydro-5-[4-(methylsulfonyl)phenyl]-2-phenyl-4-oxazolecarboxylic Acid Ethyl Ester

There total 7 articles about (4R-5R)-4,5-Dihydro-5-[4-(methylsulfonyl)phenyl]-2-phenyl-4-oxazolecarboxylic Acid Ethyl 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: 100.0%

ethyl (2R,3S)-2-benzamido-3-hydroxy-3-(4-methylsulfonylphenyl)propionate (139164-32-2) → (4R,5R)-5-(4-(methylsulfonyl)phenyl)-2-phenyl-4,5-dihydrooxazole-4-carboxylic acid ethyl ester (139059-00-0)

Guidance literature:

With thionyl chloride; In chloroform; at 45 ℃; for 2h;

DOI:10.1055/s-1991-26603

Reference yield:

benzoyl chloride (98-88-4) → (4R,5R)-5-(4-(methylsulfonyl)phenyl)-2-phenyl-4,5-dihydrooxazole-4-carboxylic acid ethyl ester (139059-00-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / Et₃N / ethanol; CH₂Cl₂ / 1 h / -5 - 0 °C

2: 95 percent / 35percent CH₃CO₃H in AcOH / CH₂Cl₂ / 1 h / Ambient temperature

3: 100 percent / SOCl₂ / CHCl₃ / 2 h / 45 °C

With peracetic acid; thionyl chloride; triethylamine; In ethanol; dichloromethane; chloroform;

DOI:10.1055/s-1991-26603

Reference yield:

ethyl L-threo-N-benzoyl-3-(4-methylthiophenyl)serinate (139058-99-4) → (4R,5R)-5-(4-(methylsulfonyl)phenyl)-2-phenyl-4,5-dihydrooxazole-4-carboxylic acid ethyl ester (139059-00-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / 35percent CH₃CO₃H in AcOH / CH₂Cl₂ / 1 h / Ambient temperature

2: 100 percent / SOCl₂ / CHCl₃ / 2 h / 45 °C

With peracetic acid; thionyl chloride; In dichloromethane; chloroform;

DOI:10.1055/s-1991-26603

upstream raw materials:

ethyl (2R,3S)-2-benzamido-3-hydroxy-3-(4-methylsulfonylphenyl)propionate

benzoyl chloride

ethyl L-threo-N-benzoyl-3-(4-methylthiophenyl)serinate

DL-threo-3-(4-methylthiophenyl)serine

Downstream raw materials:

(4S,5R)-5-(4-(methylsulfonyl)phenyl)-2-phenyl-4,5-dihydrooxazole-4-carboxylic acid ethyl ester

D-threo-4,5-dihydro-5-(4-methylsulphonylphenyl)-2-phenyl-4-oxazolemethanol

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