Isoclavulanic acid

Base Information

• Chemical Name: Isoclavulanic acid
• CAS No.: 62319-53-3
• Molecular Formula: C8H9NO5
• Molecular Weight: 199.1608
• DSSTox Substance ID: DTXSID001121437
• Metabolomics Workbench ID: 70129
• Nikkaji Number: J2.777.589F
• Wikidata: Q27110175
• Mol file: 62319-53-3.mol

Synonyms:Isoclavulanic acid;62319-53-3;C11833;(2R,3E,5R)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;AC1NQXVM;SureCN2292022;SCHEMBL2292022;CHEBI:29607;CHEBI:94565;DTXSID001121437;AT36973;BRD-K29627430-237-01-0;Q27110175

Chemical Property of Isoclavulanic acid

Chemical Property:

• Vapor Pressure: 3.45E-14mmHg at 25°C
• Boiling Point: 545.8°C at 760 mmHg
• Flash Point: 283.9°C
• PSA: 87.07000
• Density: 1.65g/cm³
• LogP: -1.15770
• XLogP3: -1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 199.04807239
• Heavy Atom Count: 14
• Complexity: 324

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2N(C1=O)C(C(=CCO)O2)C(=O)O
• Isomeric SMILES: C1[C@@H]2N(C1=O)[C@H](/C(=C\CO)/O2)C(=O)O

Technology Process of Isoclavulanic acid

There total 2 articles about Isoclavulanic acid 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: 0.3%

clavaminic acid → clavulanic acid (62319-53-3)

Guidance literature:

With cell-free Streptomyces clavuligerus ATCC 27064 mycelium; pyridoxal 5'-phosphate; 2-oxo-propionic acid; NADPH;

DOI:10.1039/c39870001739

Reference yield:

→ clavulanic acid (62319-53-3)

Guidance literature:

Iso-Clavulaninsaere-benzylester,NaHCO3+ H2/Pd-C;