5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((1-(4-bromo phenyl)cyclopentyl)carbonyl)amino)-3-methyl-8-oxo-, monosodium salt, ( 6R-trans)-

Base Information

• Chemical Name: 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((1-(4-bromo phenyl)cyclopentyl)carbonyl)amino)-3-methyl-8-oxo-, monosodium salt, ( 6R-trans)-
• CAS No.: 143407-75-4
• Molecular Formula: C20H21 Br N2 O4 S . Na
• Molecular Weight: 0
• Mol file: 143407-75-4.mol

Synonyms:5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((1-(4-bromo phenyl)cyclopentyl)carbonyl)amino)-3-methyl-8-oxo-, monosodium salt, ( 6R-trans)-

Chemical Property of 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((1-(4-bromo phenyl)cyclopentyl)carbonyl)amino)-3-methyl-8-oxo-, monosodium salt, ( 6R-trans)-

Chemical Property:

• Vapor Pressure: 2.5E-23mmHg at 25°C
• Boiling Point: 745.3°Cat760mmHg
• Flash Point: 404.5°C
• PSA: 118.33000
• Density: g/cm³
• LogP: 2.46290

Purity/Quality:

(6R-TRANS)-7-(((1-(4-BROMO PHENYL)CYCLOPENTYL)CARBONYL)AMINO)-3-METHYL-8-OXO-5-THIA-1-AZABICYCLO(4.2.0)OCT-2-ENE-2-CARBOXYLIC ACID MONOSODIUM SALT 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((1-(4-bromo phenyl)cyclopentyl)carbonyl)amino)-3-methyl-8-oxo-, monosodium salt, ( 6R-trans)-

There total 5 articles about 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((1-(4-bromo phenyl)cyclopentyl)carbonyl)amino)-3-methyl-8-oxo-, monosodium salt, ( 6R-trans)- 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: 46.2%

3-deacetyloxy-7-aminocephalosporanic acid (22252-43-3,26395-99-3,70287-30-8,72059-35-9) + 1-(4-bromophenyl)cyclopentane-1-carboxylic acid chloride (143328-29-4) → Sodium; (6R,7R)-7-{[1-(4-bromo-phenyl)-cyclopentanecarbonyl]-amino}-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylate (143407-75-4)

Guidance literature:

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

DOI:10.1007/BF00766460

Reference yield:

4-Bromophenylacetonitrile (16532-79-9) → Sodium; (6R,7R)-7-{[1-(4-bromo-phenyl)-cyclopentanecarbonyl]-amino}-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylate (143407-75-4)

Guidance literature:

Multi-step reaction with 3 steps

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

2: 60.4 percent / KOH / various solvent(s) / 12 h / Heating

3: 1.) triethylamine, chlorocarbonic acid ethyl ester, 2.) NaHCO₃ / 1.) acetone, from 0 deg C, 30 min, to RT, 2 h, 2.) acetone, water, 4 h

With potassium hydroxide; sodium hydroxide; chloroformic acid ethyl ester; sodium hydrogencarbonate; triethylamine; In various solvent(s);

DOI:10.1007/BF00766460

Reference yield:

1-(4-bromophenyl)cyclopentane-1-carbonitrile (143328-19-2) → Sodium; (6R,7R)-7-{[1-(4-bromo-phenyl)-cyclopentanecarbonyl]-amino}-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylate (143407-75-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 60.4 percent / KOH / various solvent(s) / 12 h / Heating

2: 1.) triethylamine, chlorocarbonic acid ethyl ester, 2.) NaHCO₃ / 1.) acetone, from 0 deg C, 30 min, to RT, 2 h, 2.) acetone, water, 4 h

With potassium hydroxide; chloroformic acid ethyl ester; sodium hydrogencarbonate; triethylamine; In various solvent(s);

DOI:10.1007/BF00766460

upstream raw materials:

3-deacetyloxy-7-aminocephalosporanic acid

1-(4-bromophenyl)cyclopentanecarboxylic acid

1-(4-bromophenyl)cyclopentane-1-carboxylic acid chloride

4-Bromophenylacetonitrile

Refernces