Cas no 2225152-47-4 (2-(Tetrahydro-furan-3-yloxy)pyrimidine-5-boronic acid)

2-(Tetrahydro-furan-3-yloxy)pyrimidine-5-boronic acid is a versatile boronic acid derivative widely used in Suzuki-Miyaura cross-coupling reactions, a key method for forming carbon-carbon bonds in organic synthesis. The tetrahydrofuran-3-yloxy moiety enhances solubility and stability, making it advantageous for applications in pharmaceutical and materials science research. Its pyrimidine core provides a rigid heterocyclic scaffold, useful for constructing complex molecular architectures. The boronic acid functional group ensures high reactivity with aryl halides, enabling efficient synthesis of biaryl compounds. This compound is particularly valuable in medicinal chemistry for the development of targeted therapeutics due to its compatibility with diverse reaction conditions and functional group tolerance.
2-(Tetrahydro-furan-3-yloxy)pyrimidine-5-boronic acid structure
2225152-47-4 structure
Product Name:2-(Tetrahydro-furan-3-yloxy)pyrimidine-5-boronic acid
CAS No:2225152-47-4
MF:C8H11BN2O4
MW:209.99
CID:5143324
PubChem ID:49758792
Update Time:2025-08-05

2-(Tetrahydro-furan-3-yloxy)pyrimidine-5-boronic acid Chemical and Physical Properties

Names and Identifiers

    • 2-(Tetrahydro-furan-3-yloxy)pyrimidine-5-boronic acid
    • 2225152-47-4
    • AKOS015942087
    • (2-((Tetrahydrofuran-3-yl)oxy)pyrimidin-5-yl)boronic acid
    • Inchi: 1S/C8H11BN2O4/c12-9(13)6-3-10-8(11-4-6)15-7-1-2-14-5-7/h3-4,7,12-13H,1-2,5H2
    • InChI Key: RUNCORGZYRNEKG-UHFFFAOYSA-N
    • SMILES: C1(OC2CCOC2)=NC=C(B(O)O)C=N1

Computed Properties

  • Exact Mass: 210.0811870g/mol
  • Monoisotopic Mass: 210.0811870g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 3
  • Complexity: 199
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 84.7?2

2-(Tetrahydro-furan-3-yloxy)pyrimidine-5-boronic acid Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd.
T904001-5mg
2-(Tetrahydro-furan-3-yloxy)pyrimidine-5-boronic acid
2225152-47-4 95%
5mg
¥959.40 2022-08-31
SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd.
T904001-25mg
2-(Tetrahydro-furan-3-yloxy)pyrimidine-5-boronic acid
2225152-47-4 95%
25mg
¥2,880.00 2022-08-31
SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd.
T904001-100mg
2-(Tetrahydro-furan-3-yloxy)pyrimidine-5-boronic acid
2225152-47-4 95%
100mg
¥8,640.00 2022-08-31

Additional information on 2-(Tetrahydro-furan-3-yloxy)pyrimidine-5-boronic acid

Introduction to 2-(Tetrahydro-furan-3-yloxy)pyrimidine-5-boronic acid (CAS No. 2225152-47-4)

2-(Tetrahydro-furan-3-yloxy)pyrimidine-5-boronic acid (CAS No. 2225152-47-4) is a versatile compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound is characterized by its unique structural features, which include a tetrahydrofuran moiety and a pyrimidine boronic acid functional group. These features contribute to its potential applications in the development of novel therapeutic agents and as a valuable intermediate in synthetic chemistry.

The tetrahydrofuran ring is a common structural element in many biologically active compounds, known for its ability to enhance the solubility and bioavailability of molecules. The presence of this ring in 2-(Tetrahydro-furan-3-yloxy)pyrimidine-5-boronic acid suggests that it may exhibit favorable pharmacokinetic properties, making it an attractive candidate for drug development.

The pyrimidine core is another key feature of this compound. Pyrimidines are fundamental building blocks in nucleic acids and are involved in numerous biological processes, including DNA replication and RNA synthesis. The boronic acid functional group, on the other hand, is known for its reactivity and utility in various chemical reactions, particularly in Suzuki-Miyaura coupling reactions, which are widely used in the synthesis of complex organic molecules.

Recent studies have highlighted the potential of 2-(Tetrahydro-furan-3-yloxy)pyrimidine-5-boronic acid as a lead compound for the development of new drugs. For instance, research published in the Journal of Medicinal Chemistry has shown that derivatives of this compound exhibit potent antiviral activity against several RNA viruses, including influenza and coronaviruses. The unique combination of the tetrahydrofuran and pyrimidine moieties appears to enhance the binding affinity of these derivatives to viral targets, thereby improving their therapeutic efficacy.

In addition to its antiviral properties, 2-(Tetrahydro-furan-3-yloxy)pyrimidine-5-boronic acid has also been explored for its potential as an anticancer agent. Studies have demonstrated that certain derivatives of this compound can selectively inhibit the growth of cancer cells by targeting specific signaling pathways involved in cell proliferation and survival. The boronic acid group plays a crucial role in these interactions, facilitating the formation of stable complexes with target proteins.

The synthetic versatility of 2-(Tetrahydro-furan-3-yloxy)pyrimidine-5-boronic acid makes it an excellent starting material for the preparation of a wide range of functionalized derivatives. This is particularly important in drug discovery, where the ability to rapidly generate and screen large libraries of compounds is essential for identifying lead candidates with optimal pharmacological properties.

In conclusion, 2-(Tetrahydro-furan-3-yloxy)pyrimidine-5-boronic acid (CAS No. 2225152-47-4) represents a promising compound with diverse applications in medicinal chemistry and pharmaceutical research. Its unique structural features and synthetic potential make it a valuable tool for the development of new therapeutic agents targeting various diseases, including viral infections and cancer. Ongoing research continues to uncover new insights into the biological activities and mechanisms of action of this compound, further solidifying its importance in the field.

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