sodium (6R,7R)-3-[(acetyloxy)methyl]-7-({[1-(2-chlorophenyl)cyclopentyl]carbonyl}amino)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Base Information

• Chemical Name: sodium (6R,7R)-3-[(acetyloxy)methyl]-7-({[1-(2-chlorophenyl)cyclopentyl]carbonyl}amino)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• CAS No.: 143433-73-2
• Molecular Formula: C₂₂H₂₂ClN₂O₆S*Na
• Molecular Weight: 500.935
• Mol file: 143433-73-2.mol

Synonyms:

Chemical Property of sodium (6R,7R)-3-[(acetyloxy)methyl]-7-({[1-(2-chlorophenyl)cyclopentyl]carbonyl}amino)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Chemical Property:

• Vapor Pressure: 1.53E-25mmHg at 25°C
• Boiling Point: 778.9°Cat760mmHg
• Flash Point: 424.9°C
• Density: g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of sodium (6R,7R)-3-[(acetyloxy)methyl]-7-({[1-(2-chlorophenyl)cyclopentyl]carbonyl}amino)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

There total 5 articles about sodium (6R,7R)-3-[(acetyloxy)methyl]-7-({[1-(2-chlorophenyl)cyclopentyl]carbonyl}amino)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-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: 32.5%

1-(2-Chloro-phenyl)-cyclopentanecarbonyl chloride (143328-25-0) + 7-Aminocephalosporanic acid (957-68-6) → Sodium; (6R,7R)-3-acetoxymethyl-7-{[1-(2-chloro-phenyl)-cyclopentanecarbonyl]-amino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylate (143433-73-2)

Guidance literature:

With sodium hydrogencarbonate; In water; acetone; at 0 - 20 ℃; for 6h;

DOI:10.1007/BF00766460

Reference yield:

2-Chlorophenylacetonitrile (2856-63-5) → Sodium; (6R,7R)-3-acetoxymethyl-7-{[1-(2-chloro-phenyl)-cyclopentanecarbonyl]-amino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylate (143433-73-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) NaOH / 1.) 45 deg C, 2.) 120 deg C, 12 h

2: 20.2 percent / KOH / various solvent(s) / 12 h / Heating

3: 30.2 percent / SOCl₂ / benzene / 8 h / Heating

4: 32.5 percent / NaHCO₃ / acetone; H₂O / 6 h / 0 - 20 °C

With potassium hydroxide; sodium hydroxide; thionyl chloride; sodium hydrogencarbonate; In water; acetone; benzene;

DOI:10.1007/BF00766460

Reference yield:

1-(2-chlorophenyl)cyclopentanecarbonitrile (143328-15-8) → Sodium; (6R,7R)-3-acetoxymethyl-7-{[1-(2-chloro-phenyl)-cyclopentanecarbonyl]-amino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylate (143433-73-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 20.2 percent / KOH / various solvent(s) / 12 h / Heating

2: 30.2 percent / SOCl₂ / benzene / 8 h / Heating

3: 32.5 percent / NaHCO₃ / acetone; H₂O / 6 h / 0 - 20 °C

With potassium hydroxide; thionyl chloride; sodium hydrogencarbonate; In water; acetone; benzene;

DOI:10.1007/BF00766460

upstream raw materials:

1-(2-Chloro-phenyl)-cyclopentanecarboxylic acid

7-Aminocephalosporanic acid

1-(2-Chloro-phenyl)-cyclopentanecarbonyl chloride

2-Chlorophenylacetonitrile