5-oxooxolane-3-carboxylic acid - CAS 498-89-5
Catalog: |
BB026853 |
Product Name: |
5-oxooxolane-3-carboxylic acid |
CAS: |
498-89-5 |
Synonyms: |
5-oxo-3-oxolanecarboxylic acid; 5-oxooxolane-3-carboxylic acid |
IUPAC Name: | 5-oxooxolane-3-carboxylic acid |
Description: | 5-oxooxolane-3-carboxylic acid (CAS# 498-89-5) is used as a reagent in the synthesis of methylenecarboxybutyrolactones which have antibacterial activity. |
Molecular Weight: | 130.099 |
Molecular Formula: | C5H6O4 |
Canonical SMILES: | C1C(COC1=O)C(=O)O |
InChI: | InChI=1S/C5H6O4/c6-4-1-3(2-9-4)5(7)8/h3H,1-2H2,(H,7,8) |
InChI Key: | ONSWFYLALGXCIQ-UHFFFAOYSA-N |
LogP: | -0.36590 |
GHS Hazard Statement: | H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral] |
Precautionary Statement: | P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P310, P312, P321, P330, P332+P313, P362, P403+P233, P405, and P501 |
Signal Word: | Danger |
Publication Number | Title | Priority Date |
CN-106589027-A | Zidovudine derivative with antimicrobial activity and preparation method and application thereof | 20161123 |
CN-104961712-A | Enantioselective method for synthesizing beta-ester-gamma-butyrolactone | 20150724 |
CN-104961712-B | A kind of method of Enantioselective synthesis β ester group gamma butyrolactones | 20150724 |
CN-104693162-A | Method for synthesizing beta-ester group-gamma-butyrolactone | 20150326 |
CN-104693162-B | A kind of method of synthesis β ester group gamma butyrolactone | 20150326 |
PMID | Publication Date | Title | Journal |
27750034 | 20161101 | Genetic and biochemical insights into the itaconate pathway of Ustilago maydis enable enhanced production | Metabolic engineering |
22622626 | 20120704 | Catalytic, enantio- and diastereoselective synthesis of γ-butyrolactones incorporating quaternary stereocentres | Chemical communications (Cambridge, England) |
22004720 | 20111201 | Synthesis and cytotoxic evaluation of novel paraconic acid analogs | Bioorganic & medicinal chemistry letters |
12353993 | 20021004 | Efficient entry to highly functionalized beta-lactams by regio- and stereoselective 1,3-dipolar cycloaddition reaction of 2-azetidinone-tethered nitrones. Synthetic applications | The Journal of organic chemistry |
11895386 | 20020322 | Free-radical-mediated conjugate additions. Enantioselective synthesis of butyrolactone natural products: (-)-enterolactone, (-)-arctigenin, (-)-isoarctigenin, (-)-nephrosteranic acid, and (-)-roccellaric acid | The Journal of organic chemistry |
Complexity: | 151 |
Compound Is Canonicalized: | Yes |
Covalently-Bonded Unit Count: | 1 |
Defined Atom Stereocenter Count: | 0 |
Defined Bond Stereocenter Count: | 0 |
Exact Mass: | 130.02660867 |
Formal Charge: | 0 |
Heavy Atom Count: | 9 |
Hydrogen Bond Acceptor Count: | 4 |
Hydrogen Bond Donor Count: | 1 |
Isotope Atom Count: | 0 |
Monoisotopic Mass: | 130.02660867 |
Rotatable Bond Count: | 1 |
Topological Polar Surface Area: | 63.6 Å2 |
Undefined Atom Stereocenter Count: | 1 |
Undefined Bond Stereocenter Count: | 0 |
XLogP3: | -0.6 |
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