Cas no 1381946-81-1 (5-((Benzyloxy)methoxy)-4-oxo-4H-pyran-2-carboxylic acid)

5-((Benzyloxy)methoxy)-4-oxo-4H-pyran-2-carboxylic acid is a synthetic intermediate with a pyran-2-carboxylic acid core, functionalized with a benzyloxymethoxy group at the 5-position and a keto group at the 4-position. This compound is of interest in organic synthesis due to its versatile reactivity, particularly in the construction of heterocyclic frameworks and as a precursor for further derivatization. The benzyloxymethoxy moiety enhances solubility in organic solvents, facilitating handling in multi-step reactions. Its structural features make it valuable for pharmaceutical and agrochemical research, where modified pyran derivatives are often explored for bioactive properties. The compound is typically handled under controlled conditions due to its sensitivity to hydrolysis.
5-((Benzyloxy)methoxy)-4-oxo-4H-pyran-2-carboxylic acid structure
1381946-81-1 structure
Product Name:5-((Benzyloxy)methoxy)-4-oxo-4H-pyran-2-carboxylic acid
CAS No:1381946-81-1
MF:C14H12O6
MW:276.241484642029
CID:1083069
PubChem ID:66519731
Update Time:2025-06-12

5-((Benzyloxy)methoxy)-4-oxo-4H-pyran-2-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 5-((Benzyloxy)methoxy)-4-oxo-4H-pyran-2-carboxylic acid
    • 4-oxo-5-(phenylmethoxymethoxy)pyran-2-carboxylic acid
    • AKOS015935005
    • 1381946-81-1
    • A909591
    • 5-[(benzyloxy)methoxy]-4-oxo-4H-pyran-2-carboxylic acid
    • 5-((Benzyloxy)methoxy)-4-oxo-4H-pyran-2-carboxylicacid
    • 5-(benzyloxymethoxy)-4-oxo-4h-pyran-2-carboxylic acid
    • Inchi: 1S/C14H12O6/c15-11-6-12(14(16)17)19-8-13(11)20-9-18-7-10-4-2-1-3-5-10/h1-6,8H,7,9H2,(H,16,17)
    • InChI Key: YKXDMHXGPRQOMJ-UHFFFAOYSA-N
    • SMILES: O(COC1=COC(C(=O)O)=CC1=O)CC1C=CC=CC=1

Computed Properties

  • Exact Mass: 276.06338810g/mol
  • Monoisotopic Mass: 276.06338810g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 6
  • Complexity: 431
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.5
  • Topological Polar Surface Area: 82.1?2

5-((Benzyloxy)methoxy)-4-oxo-4H-pyran-2-carboxylic acid Security Information

  • Storage Condition:Sealed in dry,2-8°C

5-((Benzyloxy)methoxy)-4-oxo-4H-pyran-2-carboxylic acid Pricemore >>

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Additional information on 5-((Benzyloxy)methoxy)-4-oxo-4H-pyran-2-carboxylic acid

Recent Advances in the Study of 5-((Benzyloxy)methoxy)-4-oxo-4H-pyran-2-carboxylic acid (CAS: 1381946-81-1)

The compound 5-((Benzyloxy)methoxy)-4-oxo-4H-pyran-2-carboxylic acid (CAS: 1381946-81-1) has recently garnered significant attention in the field of chemical biology and medicinal chemistry due to its unique structural properties and potential therapeutic applications. This research briefing aims to provide an overview of the latest advancements related to this compound, focusing on its synthesis, biological activity, and potential applications in drug development.

Recent studies have highlighted the role of 5-((Benzyloxy)methoxy)-4-oxo-4H-pyran-2-carboxylic acid as a key intermediate in the synthesis of biologically active molecules. Its pyran-2-carboxylic acid core structure is particularly noteworthy for its ability to interact with various biological targets, including enzymes and receptors involved in inflammatory and metabolic pathways. Researchers have employed advanced synthetic techniques, such as multi-step organic synthesis and catalytic reactions, to optimize the yield and purity of this compound.

In a groundbreaking study published in the Journal of Medicinal Chemistry, scientists demonstrated the compound's efficacy as a modulator of specific kinase enzymes, which are implicated in cancer progression. The study utilized in vitro assays and molecular docking simulations to elucidate the binding interactions between 5-((Benzyloxy)methoxy)-4-oxo-4H-pyran-2-carboxylic acid and its target proteins. The results indicated a high affinity and selectivity, suggesting its potential as a lead compound for the development of novel kinase inhibitors.

Another area of interest is the compound's application in antimicrobial research. A recent publication in Bioorganic & Medicinal Chemistry Letters reported that derivatives of 5-((Benzyloxy)methoxy)-4-oxo-4H-pyran-2-carboxylic acid exhibited potent activity against a range of Gram-positive and Gram-negative bacteria. The study emphasized the importance of the benzyloxy moiety in enhancing the compound's bioavailability and stability, which are critical factors for its therapeutic use.

Despite these promising findings, challenges remain in the clinical translation of 5-((Benzyloxy)methoxy)-4-oxo-4H-pyran-2-carboxylic acid. Issues such as pharmacokinetic properties, toxicity profiles, and scalability of synthesis need to be addressed in future research. Collaborative efforts between academic institutions and pharmaceutical companies are essential to overcome these hurdles and unlock the full potential of this compound.

In conclusion, 5-((Benzyloxy)methoxy)-4-oxo-4H-pyran-2-carboxylic acid represents a versatile and promising scaffold in medicinal chemistry. Its diverse biological activities and synthetic accessibility make it a valuable candidate for further exploration. Continued research efforts are expected to yield new insights into its mechanisms of action and therapeutic applications, paving the way for innovative drug discoveries.

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