Cas no 1402166-38-4 (2-(tetrahydro-2H-pyran-4-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine)

2-(Tetrahydro-2H-pyran-4-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine is a boronic ester-functionalized pyrimidine derivative, commonly employed as a key intermediate in Suzuki-Miyaura cross-coupling reactions. Its tetrahydro-2H-pyran-4-yl substituent enhances solubility and stability, while the pinacol boronate group facilitates efficient boron-based transformations under mild conditions. This compound is particularly valuable in pharmaceutical and agrochemical synthesis, where its robust reactivity and compatibility with diverse reaction conditions enable precise C-C bond formation. The sterically hindered boronate moiety minimizes protodeboronation, improving yield and selectivity in coupling processes. Suitable for use in both academic and industrial research, it offers reliable performance in constructing complex heterocyclic frameworks.
2-(tetrahydro-2H-pyran-4-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine structure
1402166-38-4 structure
Product Name:2-(tetrahydro-2H-pyran-4-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine
CAS No:1402166-38-4
MF:C15H23BN2O3
MW:290.165724039078
CID:4698649
PubChem ID:129946705
Update Time:2025-10-20

2-(tetrahydro-2H-pyran-4-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine Chemical and Physical Properties

Names and Identifiers

    • Z2049766385
    • 2-(4-Tetrahydropyranyl)pyrimidine-5-boronic acid pinacol ester
    • EN300-7501234
    • 2-(oxan-4-yl)-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine
    • WLZ3081
    • 1402166-38-4
    • 2-(tetrahydro-2H-pyran-4-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine
    • 2-(oxan-4-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine
    • Inchi： 1S/C15H23BN2O3/c1-14(2)15(3,4)21-16(20-14)12-9-17-13(18-10-12)11-5-7-19-8-6-11/h9-11H,5-8H2,1-4H3
    • InChI Key： JSKHBPVBXXOPPU-UHFFFAOYSA-N
    • SMILES： O1B(C2C=NC(C3CCOCC3)=NC=2)OC(C)(C)C1(C)C

Computed Properties

  • Exact Mass: 290.1801728g/mol
  • Monoisotopic Mass: 290.1801728g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 21
  • Rotatable Bond Count: 2
  • Complexity: 348
  • 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
  • Topological Polar Surface Area: 53.5?2

2-(tetrahydro-2H-pyran-4-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
A2B Chem LLC
BA25803-100mg
2-(4-Tetrahydropyranyl)pyrimidine-5-boronic acid pinacol ester
 1402166-38-4 >95%
100mg
 $1090.00 2024-04-20
A2B Chem LLC
BA25803-250mg
2-(4-Tetrahydropyranyl)pyrimidine-5-boronic acid pinacol ester
 1402166-38-4 >95%
250mg
 $1757.00 2024-04-20
A2B Chem LLC
BA25803-1g
2-(4-Tetrahydropyranyl)pyrimidine-5-boronic acid pinacol ester
 1402166-38-4 >95%
1g
 $3090.00 2024-04-20
A2B Chem LLC
BA25803-5g
2-(4-Tetrahydropyranyl)pyrimidine-5-boronic acid pinacol ester
 1402166-38-4 >95%
5g
 $8424.00 2024-04-20
eNovation Chemicals LLC
Y1225958-1g
2-(tetrahydro-2H-pyran-4-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine
 1402166-38-4 95%
1g
 $1180 2025-02-24
eNovation Chemicals LLC
Y1225958-1g
2-(tetrahydro-2H-pyran-4-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine
 1402166-38-4 95%
1g
 $1180 2024-06-03
Enamine
EN300-7501234-0.05g
2-(oxan-4-yl)-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine
 1402166-38-4 95.0%
0.05g
 $312.0 2025-03-10
Enamine
EN300-7501234-0.1g
2-(oxan-4-yl)-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine
 1402166-38-4 95.0%
0.1g
 $466.0 2025-03-10
Enamine
EN300-7501234-0.25g
2-(oxan-4-yl)-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine
 1402166-38-4 95.0%
0.25g
 $666.0 2025-03-10
Enamine
EN300-7501234-0.5g
2-(oxan-4-yl)-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine
 1402166-38-4 95.0%
0.5g
 $1046.0 2025-03-10

2-(tetrahydro-2H-pyran-4-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine Related Literature

Additional information on 2-(tetrahydro-2H-pyran-4-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine

Comprehensive Overview of 2-(Tetrahydro-2H-pyran-4-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine (CAS No. 1402166-38-4)

The compound 2-(tetrahydro-2H-pyran-4-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine (CAS No. 1402166-38-4) is a boronic ester-functionalized pyrimidine derivative with significant applications in pharmaceutical research and organic synthesis. Its unique structure, featuring a tetrahydro-2H-pyran-4-yl group and a 4,4,5,5-tetramethyl-1,3,2-dioxaborolane moiety, makes it a versatile intermediate for Suzuki-Miyaura cross-coupling reactions, a topic frequently searched by chemists exploring C-C bond formation strategies.

In recent years, the demand for boron-containing compounds has surged due to their role in drug discovery, particularly in the development of kinase inhibitors and PROTACs (Proteolysis Targeting Chimeras). The dioxaborolane group in this compound enhances its stability and reactivity, addressing common challenges in handling boronic acids. Researchers often query "how to improve boronic acid stability" or "best practices for Suzuki coupling," and this compound provides a practical solution due to its air- and moisture-resistant properties.

The pyrimidine core of this molecule is another focal point, as pyrimidine derivatives are pivotal in medicinal chemistry. Searches like "pyrimidine-based drugs 2024" or "heterocyclic compounds in oncology" highlight its relevance. The tetrahydro-2H-pyran-4-yl substituent further modulates lipophilicity and bioavailability, a feature often discussed in forums on "optimizing drug-like properties."

From a synthetic perspective, CAS No. 1402166-38-4 is valued for its compatibility with diverse reaction conditions. Lab protocols frequently cite its use in late-stage functionalization, a trending topic in "green chemistry" and "atom-economical synthesis." Its dioxaborolane group also aligns with searches for "non-toxic boron reagents," reflecting the industry's shift toward safer alternatives.

Analytical data for this compound, including NMR and HPLC purity, are often requested in queries like "characterization of boronic esters." Suppliers typically provide these details to ensure reproducibility, a critical factor in peer-reviewed research. Additionally, its stability under ambient conditions reduces storage concerns, a practical advantage for labs exploring "long-term reagent storage solutions."

In summary, 2-(tetrahydro-2H-pyran-4-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine bridges multiple research needs—from coupling reactions to drug design—making it a staple in modern organic chemistry. Its alignment with trending search terms ensures its continued prominence in scientific literature and industrial applications.

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