Description

(4R)-4-hydroxy-3-methylideneoxolan-2-one (CAS: 95529-89-8) is a high-purity, chiral lactone compound with the molecular formula C₅H₆O₃. This specialized chemical is widely utilized in organic synthesis, pharmaceutical research, and agrochemical development due to its unique structural properties and reactivity. As a key intermediate, it is valued for its role in stereoselective reactions and natural product synthesis. Our product is rigorously tested to ensure ≥98% purity (HPLC/GC), with detailed analytical data (NMR, MS) provided for quality assurance. Supplied in amber glass vials under inert atmosphere to ensure stability, it is ideal for researchers requiring precise and reliable building blocks for complex molecular architectures.

Properties

• CAS Number: 95529-89-8
• Complexity: 139
• IUPAC Name: (4R)-4-hydroxy-3-methylene-tetrahydrofuran-2-one
• InChI: InChI=1S/C5H6O3/c1-3-4(6)2-8-5(3)7/h4,6H,1-2H2/t4-/m0/s1
• InChI Key: BFLSLERVRLOFCX-BYPYZUCNSA-N
• Exact Mass: 114.031694049
• Molecular Formula: C5H6O3
• Molecular Weight: 114.10
• SMILES: C=C1[C@H](COC1=O)O
• Topological: 46.5
• Monoisotopic Mass: 114.031694049
• Synonyms: (4R)-4-hydroxy-3-methylideneoxolan-2-one, 95529-89-8, CHEBI:87123, (+)-Tulipalin B, CHEMBL170934, SCHEMBL4926880, DTXSID801234216, (4R)-Dihydro-4-hydroxy-3-methylene-2(3H)-furanone, Q27159387

(4R)-4-hydroxy-3-methylideneoxolan-2-one serves as a critical precursor in the synthesis of bioactive natural products, including antimicrobial and antitumor agents. Its chiral lactone scaffold is leveraged in asymmetric catalysis and medicinal chemistry for drug discovery. Researchers also employ it in fragrance synthesis and polymer chemistry due to its reactive methylidene group.

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