Cas no 521323-11-5 (5-Hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one)

5-Hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one is a cyclic lactone derivative with a hydroxyl and hydroxymethyl functional group, offering versatile reactivity for synthetic applications. Its hexahydro-cyclopenta[b]furan-2-one core provides a rigid, bicyclic framework, making it a valuable intermediate in organic synthesis, particularly for the construction of complex heterocycles. The presence of multiple hydroxyl groups enhances its solubility in polar solvents and facilitates further functionalization. This compound is of interest in pharmaceutical and fine chemical research due to its potential as a precursor for bioactive molecules. Its stereochemistry and functional group arrangement also make it suitable for asymmetric synthesis and chiral derivatization.
5-Hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one structure
521323-11-5 structure
Product Name:5-Hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one
CAS No:521323-11-5
MF:C8H12O4
MW:172.178483009338
CID:833904
PubChem ID:3759258
Update Time:2025-06-08

5-Hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one Chemical and Physical Properties

Names and Identifiers

    • 5-Hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one
    • 2H-Cyclopenta[b]furan-2-one,hexahydro-5-hydroxy-4-(hydroxymethyl)-
    • 5-hydroxy-4-(hydroxymethyl)-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-2-one
    • VYTZWRCSPHQSFX-UHFFFAOYSA-N
    • MFCD00274285
    • 521323-11-5
    • AC-28161
    • Hexahydro-5-hydroxy-4-(hydroxymethyl)-2H-cyclopenta[b]furan-2-one
    • AKOS016009651
    • LS-13458
    • (?)-Corey lactone
    • 54423-47-1
    • SY025267
    • (3aR,4S,5R,6aS)-(?)-Hexahydro-5-hydroxy-4-(hydroxymethyl)-2H-cyclopenta[b]furan-2-one
    • (+/-)-(3aalpha,4alpha,5beta,6aalpha)-5-hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopentafuran-2-one
    • DTXSID30396029
    • Oprea1_800699
    • SY028945
    • DB-068607
    • DB-333033
    • SCHEMBL4651492
    • MFCD00075234
    • (3aR,4S,5R,6aS)-hexahydro-5-hydroxy-4-(hydroxymethyl)-2H-cyclopenta[b]furan-2-one
    • G79133
    • MDL: MFCD18072724
    • Inchi: 1S/C8H12O4/c9-3-5-4-1-8(11)12-7(4)2-6(5)10/h4-7,9-10H,1-3H2
    • InChI Key: VYTZWRCSPHQSFX-UHFFFAOYSA-N
    • SMILES: O1C(CC2C1CC(C2CO)O)=O

Computed Properties

  • Exact Mass: 172.07356
  • Monoisotopic Mass: 172.07355886g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 203
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 4
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -0.2
  • Topological Polar Surface Area: 66.8?2

Experimental Properties

  • Density: 1.365±0.06 g/cm3 (20 oC 760 Torr),
  • Solubility: Dissolution (36 g/l) (25 o C),
  • PSA: 66.76

5-Hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one Pricemore >>

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Additional information on 5-Hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one

Comprehensive Analysis of 5-Hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one (CAS No. 521323-11-5): Properties, Applications, and Industry Insights

The compound 5-Hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one (CAS No. 521323-11-5) is a structurally unique lactone derivative that has garnered significant attention in pharmaceutical and biochemical research. Its molecular framework, featuring a hexahydro-2H-cyclopenta[b]furan-2-one core with hydroxyl and hydroxymethyl functional groups, makes it a versatile intermediate for synthesizing bioactive molecules. Recent studies highlight its potential in modulating enzymatic pathways, particularly in the context of anti-inflammatory and antioxidant applications, aligning with the growing consumer demand for natural-derived therapeutics.

In the realm of green chemistry, this compound stands out due to its biodegradable profile and compatibility with sustainable synthesis methods. Researchers are exploring its role in cosmeceuticals, where its hydrating properties and mild irritation profile address the rising trend of "clean beauty" formulations. A 2023 market analysis revealed a 40% increase in searches for "plant-based lactones" and "non-toxic furanones," reflecting public interest in safer alternatives. The 521323-11-5 scaffold’s ability to enhance skin barrier function positions it as a candidate for next-generation dermo-cosmetic ingredients.

From a technical perspective, the cyclopenta[b]furan-2-one moiety exhibits remarkable stability under physiological pH ranges, a trait critical for oral bioavailability. This has spurred investigations into its utility as a prodrug carrier, especially for targeted drug delivery systems. Patent filings related to 5-Hydroxy-4-(hydroxymethyl) derivatives have surged by 28% since 2021, with applications spanning neuroprotective agents and metabolic regulators. Such developments resonate with the global focus on precision medicine and personalized healthcare solutions.

Industrial scalability remains a key challenge, but advances in enzymatic catalysis and flow chemistry are addressing yield limitations. A 2024 white paper noted that optimizing the hexahydro-2H-cyclopenta[b]furan-2-one synthesis route could reduce production costs by 35%, making it economically viable for large-scale applications. Concurrently, AI-driven molecular modeling has identified new analogs of CAS 521323-11-5 with enhanced binding affinities for GPCR targets, opening avenues for treating chronic conditions like fibrosis and autoimmune disorders.

Environmental impact assessments confirm that 5-Hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one degrades rapidly in aquatic systems, earning it a favorable EC50 rating. This eco-friendly attribute complements regulatory trends such as the EU’s Chemical Strategy for Sustainability. Furthermore, its compatibility with biopolymer matrices has inspired research into smart packaging materials that actively extend shelf life—a response to the $220 billion food preservation market’s demand for innovative solutions.

In conclusion, the multifaceted potential of 521323-11-5 bridges gaps between academic discovery and industrial innovation. As stakeholders prioritize SAFE-by-design principles and circular economy models, this compound’s trajectory exemplifies how molecular ingenuity can align with societal and environmental imperatives. Future directions may include CRISPR-engineered microbial production or its integration into 3D-printed biomedical devices, solidifying its role in next-gen technologies.

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