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Atomfair 1-(oxan-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole C14H23BN2O3 CAS 1003846-21-6

1-(Oxan-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (CAS: 1003846-21-6) is a high-purity boronic ester derivative designed for advanced synthetic and catalytic applications in organic chemistry and pharmaceutical research. With the molecular formula C14H23BN2O3, this compound features a pyrazole core functionalized with a tetramethyl dioxaborolane group, offering exceptional stability and reactivity in cross-coupling reactions such as Suzuki-Miyaura couplings. The oxane (tetrahydropyran) substitution enhances solubility in organic solvents, making it ideal for homogeneous catalysis. This reagent is rigorously tested for quality (≥95% purity by HPLC) and is supplied in moisture-resistant packaging to ensure long-term stability. Suitable for use in medicinal chemistry, materials science, and agrochemical development.

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Description

1-(Oxan-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (CAS: 1003846-21-6) is a high-purity boronic ester derivative designed for advanced synthetic and catalytic applications in organic chemistry and pharmaceutical research. With the molecular formula C14H23BN2O3, this compound features a pyrazole core functionalized with a tetramethyl dioxaborolane group, offering exceptional stability and reactivity in cross-coupling reactions such as Suzuki-Miyaura couplings. The oxane (tetrahydropyran) substitution enhances solubility in organic solvents, making it ideal for homogeneous catalysis. This reagent is rigorously tested for quality (≥95% purity by HPLC) and is supplied in moisture-resistant packaging to ensure long-term stability. Suitable for use in medicinal chemistry, materials science, and agrochemical development.

Properties

  • CAS Number: 1003846-21-6
  • Complexity: 348
  • IUPAC Name: 1-tetrahydropyran-2-yl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole
  • InChI: InChI=1S/C14H23BN2O3/c1-13(2)14(3,4)20-15(19-13)11-9-16-17(10-11)12-7-5-6-8-18-12/h9-10,12H,5-8H2,1-4H3
  • InChI Key: YYSLAWXDXHVRHU-UHFFFAOYSA-N
  • Exact Mass: 278.1801728
  • Molecular Formula: C14H23BN2O3
  • Molecular Weight: 278.16
  • SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CN(N=C2)C3CCCCO3
  • Topological: 45.5
  • Monoisotopic Mass: 278.1801728
  • Synonyms: 1003846-21-6, DTXSID20679570, 1-(Oxan-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole, DTXCID30630319, 817-729-2, 1-(Tetrahydro-2H-pyran-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole, 1-(2-Tetrahydropyranyl)-1H-pyrazole-4-boronic acid pinacol ester, MFCD16556148, 1-TETRAHYDROPYRAN-2-YL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PYRAZOLE, 1H-PYRAZOLE, 1-(TETRAHYDRO-2H-PYRAN-2-YL)-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-, C14H23BN2O3, 1-(2-tetrahydropyranyl)-1h-pyrazole-4-boronic acid, pinacol ester, 1-(oxan-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole, 1-(TETRAHYDRO-PYRAN-2-YL)-4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-1H-PYRAZOLE, 1-(Tetrahydro-2H-pyran-2-yl)-1H-pyrazole-4-boronic acid, pinacol ester, 1-(Tetrahydro-2H-pyran-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborlan-2-yl-)-1H-pyrazole, 1-(oxan-2-yl)-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole, 1-(Tetrahydro-2H-pyran-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleacid,pinacol ester, 1-(Tetrahydro-2H-pyran-2-yl)-1H-pyrazole-4-boronic acid pinacol ester, SCHEMBL760525, YYSLAWXDXHVRHU-UHFFFAOYSA-N, 1-(2-Tetrahydropyranyl)pyrazole-4-boronic Acid Pinacol Ester, 1-(2-Tetrahydropyranyl)-1H-pyrazole-4-boronic acid,pinacol ester, BCP12532, BBL102962, STL556771, AKOS015920425, CS-W000826, PB22776, (1-(TETRAHYDRO-2H-PYRAN-2-YL)-1H-PYRAZOL-4-YL)BORONIC ACID PINACOL ESTER, AC-27319, DS-13599, SY033466, EN300-214199, Z1741972601, 1-(2-Tetrahydropyranyl)1H-pyrazole-4-boronic acid pinacol ester, 1-(Tetrahydro-2H-pyran-2-yl)pyraZole-4-boronic acid pinacol ester, 1-(Tetrahydro-2H-pyran-2-yl)-1H-pyrazole-4-boronic acid pinacol ester, AldrichCPR, 1-(Tetrahydro-2H-pyran-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole, 2-[1-(Tetrahydro-2H-pyran-2-yl)-1H-pyrazol-4-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 1-(tetrahydro-2H-pyran-2-yl)-4-(4;4;5;5-tetramethyl-1;3;2-dioxaborolan-2-yl)-1H-pyrazole

Application

This boronic ester is widely employed as a key intermediate in Suzuki-Miyaura cross-coupling reactions for the synthesis of biaryl compounds in pharmaceutical research. Its stability under aerobic conditions makes it advantageous for catalytic systems requiring mild conditions. The compound is also utilized in the development of boron-containing probes for chemical biology studies. Researchers value its compatibility with diverse functional groups in complex molecular architectures.

Safety and Hazards

GHS Hazard Statements

  • H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
  • H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
  • H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
  • H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

  • P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

  • Acute Tox. 4 (100%)
  • Skin Irrit. 2 (100%)
  • Eye Irrit. 2A (100%)
  • STOT SE 3 (100%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.

Disclaimer

Intended Use & Restrictions

This product is sold exclusively for laboratory research, analytical testing, or non-commercial purposes.

  • Strictly prohibited: Resale, repackaging, or formulation into commercial products.
  • Not approved for human/animal use, diagnostics, or manufacturing (including pharmaceuticals, agrochemicals, or consumer goods).

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Certain molecules may be protected by active patents or regulatory restrictions.

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  • Atomfair LLC does not provide legal assurances regarding patent non-infringement or jurisdictional compliance.

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  • Use this product only as permitted by law.
  • Indemnify Atomfair LLC against all claims arising from misuse, patent infringement, or regulatory violations.

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