ethyl (4R,5R)-2-(4-methoxyphenyl)-5-[4-(methylsulfonyl)phenyl]-4,5-dihydro-1,3-oxazole-4-carboxylate

Base Information

• Chemical Name: ethyl (4R,5R)-2-(4-methoxyphenyl)-5-[4-(methylsulfonyl)phenyl]-4,5-dihydro-1,3-oxazole-4-carboxylate
• CAS No.: 1373543-44-2
• Molecular Formula: C₂₀H₂₁NO₆S
• Molecular Weight: 403.456
• Mol file: 1373543-44-2.mol

Synonyms:ethyl (4R,5R)-2-(4-methoxyphenyl)-5-[4-(methylsulfonyl)phenyl]-4,5-dihydro-1,3-oxazole-4-carboxylate

Chemical Property of ethyl (4R,5R)-2-(4-methoxyphenyl)-5-[4-(methylsulfonyl)phenyl]-4,5-dihydro-1,3-oxazole-4-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl (4R,5R)-2-(4-methoxyphenyl)-5-[4-(methylsulfonyl)phenyl]-4,5-dihydro-1,3-oxazole-4-carboxylate

There total 2 articles about ethyl (4R,5R)-2-(4-methoxyphenyl)-5-[4-(methylsulfonyl)phenyl]-4,5-dihydro-1,3-oxazole-4-carboxylate 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:

ethyl (2R,3S)-3-hydroxy-2-[(4-methoxybenzoyl)amino]-3-[4-(methylsulfonyl)phenyl]propanoate (1373543-42-0) → ethyl (4R,5R)-2-(4-methoxyphenyl)-5-[4-(methylsulfonyl)phenyl]-4,5-dihydro-1,3-oxazole-4-carboxylate (1373543-44-2)

Guidance literature:

With thionyl chloride; In chloroform; at 45 ℃; for 0.5h; Inert atmosphere;

DOI:10.1055/s-0031-1289706

Reference yield:

C12H17NO5S → ethyl (4R,5R)-2-(4-methoxyphenyl)-5-[4-(methylsulfonyl)phenyl]-4,5-dihydro-1,3-oxazole-4-carboxylate (1373543-44-2)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / ethanol; dichloromethane / 10 h / 0 - 4 °C / Inert atmosphere

2: thionyl chloride / chloroform / 0.5 h / 45 °C / Inert atmosphere

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

DOI:10.1055/s-0031-1289706

Reference yield:

ethyl (4R,5R)-2-(4-methoxyphenyl)-5-[4-(methylsulfonyl)phenyl]-4,5-dihydro-1,3-oxazole-4-carboxylate (1373543-44-2) → Florfenicol (73231-34-2)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium ethanolate / tetrahydrofuran; ethanol / 1 h / 20 °C / Inert atmosphere

2.1: sodium tetrahydroborate; calcium chloride / ethanol / 5 h / 0 - 20 °C / Inert atmosphere

3.1: hexafluoropropene-diethylamine adduct / dichloromethane / 3 h / 100 °C / Inert atmosphere; sealed tube

4.1: hydrogenchloride; water / tetrahydrofuran / 3 h / 45 °C / Inert atmosphere

5.1: sodium hydrogencarbonate / Inert atmosphere

5.2: Inert atmosphere; Heating

6.1: triethylamine / ethanol; dichloromethane / 4 h / 0 °C / Inert atmosphere

With hydrogenchloride; sodium tetrahydroborate; hexafluoropropene-diethylamine adduct; water; sodium ethanolate; sodium hydrogencarbonate; triethylamine; calcium chloride; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1055/s-0031-1289706

upstream raw materials:

ethyl (2R,3S)-3-hydroxy-2-[(4-methoxybenzoyl)amino]-3-[4-(methylsulfonyl)phenyl]propanoate

Downstream raw materials:

ethyl (4S,5R)-2-(4-methoxyphenyl)-5-[4-(methylsulfonyl)phenyl]-4,5-dihydro-1,3-oxazole-4-carboxylate

{(4R,5R)-2-(4-methoxyphenyl)-5-[4-(methylsulfonyl)phenyl]-4,5-dihydro-1,3-oxazol-4-yl}methanol

(1R,2S)-2-amino-3-fluoro-1-<4-(methylsulphonyl)phenyl>-1-propanol

Florfenicol