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

Base Information

• Chemical Name: ethyl (2S,3S)-3-hydroxy-2-[(4-methoxybenzoyl)amino]-3-[4-(methylsulfonyl)phenyl]propanoate
• CAS No.: 1373543-41-9
• Molecular Formula: C₂₀H₂₃NO₇S
• Molecular Weight: 421.471
• Mol file: 1373543-41-9.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about ethyl (2S,3S)-3-hydroxy-2-[(4-methoxybenzoyl)amino]-3-[4-(methylsulfonyl)phenyl]propanoate 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:

C12H17NO5S + 4-methoxy-benzoyl chloride (100-07-2) → ethyl (2R,3S)-3-hydroxy-2-[(4-methoxybenzoyl)amino]-3-[4-(methylsulfonyl)phenyl]propanoate (1373543-42-0) + ethyl (2S,3S)-3-hydroxy-2-[(4-methoxybenzoyl)amino]-3-[4-(methylsulfonyl)phenyl]propanoate (1373543-41-9)

Guidance literature:

With triethylamine; In ethanol; dichloromethane; at 0 - 4 ℃; for 10h; Inert atmosphere;

DOI:10.1055/s-0031-1289706

Reference yield: 91.0%

ethyl (2S,3S)-3-hydroxy-2-[(4-methoxybenzoyl)amino]-3-[4-(methylsulfonyl)phenyl]propanoate (1373543-41-9) → ethyl (4S,5R)-2-(4-methoxyphenyl)-5-[4-(methylsulfonyl)phenyl]-4,5-dihydro-1,3-oxazole-4-carboxylate (1373543-43-1)

Guidance literature:

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

DOI:10.1055/s-0031-1289706

Reference yield:

ethyl (2S,3S)-3-hydroxy-2-[(4-methoxybenzoyl)amino]-3-[4-(methylsulfonyl)phenyl]propanoate (1373543-41-9) → Florfenicol (73231-34-2)

Guidance literature:

Multi-step reaction with 6 steps

1.1: thionyl chloride / chloroform / 0.5 h / 45 °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; thionyl chloride; hexafluoropropene-diethylamine adduct; water; sodium hydrogencarbonate; triethylamine; calcium chloride; In tetrahydrofuran; ethanol; dichloromethane; chloroform;

DOI:10.1055/s-0031-1289706

upstream raw materials:

4-methoxy-benzoyl chloride

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

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

C₁₈H₂₀FNO₅S*ClH