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

Base Information

• Chemical Name: 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((1-(4-propoxyphenyl)cyclopentyl)carbonyl)amino)-3-methyl-8-oxo-, (6R-trans)-
• CAS No.: 108098-28-8
• Molecular Formula: C₂₃H₂₈N₂O₅S
• Molecular Weight: 444.552
• DSSTox Substance ID: DTXSID20148397
• Wikidata: Q76156624
• Mol file: 108098-28-8.mol

Synonyms:BRN 5671121;5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((1-(4-propoxyphenyl)cyclopentyl)carbonyl)amino)-3-methyl-8-oxo-, (6R-trans)-;108098-28-8;DTXSID20148397;LS-150091

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

Chemical Property:

• Vapor Pressure: 3.55E-23mmHg at 25°C
• Boiling Point: 742.9°Cat760mmHg
• Flash Point: 403.1°C
• Density: 1.35g/cm³
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 444.17189317
• Heavy Atom Count: 31
• Complexity: 768

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCOC1=CC=C(C=C1)C2(CCCC2)C(=O)NC3C4N(C3=O)C(=C(CS4)C)C(=O)O
• Isomeric SMILES: CCCOC1=CC=C(C=C1)C2(CCCC2)C(=O)N[C@H]3[C@@H]4N(C3=O)C(=C(CS4)C)C(=O)O

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

There total 2 articles about 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((1-(4-propoxyphenyl)cyclopentyl)carbonyl)amino)-3-methyl-8-oxo-, (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: 72.8%

3-deacetyloxy-7-aminocephalosporanic acid (22252-43-3,26395-99-3,70287-30-8,72059-35-9) + C18H24O5 → (6R,7R)-3-Methyl-8-oxo-7-{[1-(4-propoxy-phenyl)-cyclopentanecarbonyl]-amino}-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (108098-28-8)

Guidance literature:

With sodium hydrogencarbonate; In acetone; for 4h;

DOI:10.1007/BF00765109

Reference yield:

1-(4-Propoxy-phenyl)-cyclopentanecarboxylic acid (74316-95-3) → (6R,7R)-3-Methyl-8-oxo-7-{[1-(4-propoxy-phenyl)-cyclopentanecarbonyl]-amino}-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (108098-28-8)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / acetone / 2 h / 20 °C

2: 72.8 percent / 3percent NaHCO₃ / acetone / 4 h

With sodium hydrogencarbonate; triethylamine; In acetone;

DOI:10.1007/BF00765109

upstream raw materials:

3-deacetyloxy-7-aminocephalosporanic acid

1-(4-Propoxy-phenyl)-cyclopentanecarboxylic acid