Description

3-(Tetrahydro-2H-pyran-2-yloxy)phenylboronic acid (CAS: 1287777-05-2) is a high-purity boronic acid derivative with the molecular formula C₁₁H₁₅BO₄. This compound, also known by its IUPAC name [3-(oxan-2-yloxy)phenyl]boronic acid, is a valuable synthetic intermediate in organic and medicinal chemistry. The tetrahydropyranyl (THP) protecting group enhances its stability and reactivity, making it ideal for Suzuki-Miyaura cross-coupling reactions, a cornerstone of modern C-C bond formation. Our product is rigorously tested to ensure >95% purity (HPLC) and is supplied as a white to off-white crystalline powder under inert conditions to maintain integrity. Suitable for researchers in pharmaceuticals, agrochemicals, and materials science, this boronic acid derivative is packaged in amber glass vials with moisture-resistant seals to ensure long-term stability. Store at 2-8°C in a dry environment.

Properties

• CAS Number: 1287777-05-2
• Complexity: 212
• IUPAC Name: (3-tetrahydropyran-2-yloxyphenyl)boronic acid
• InChI: InChI=1S/C11H15BO4/c13-12(14)9-4-3-5-10(8-9)16-11-6-1-2-7-15-11/h3-5,8,11,13-14H,1-2,6-7H2
• InChI Key: GPYBHNZRMWCEAW-UHFFFAOYSA-N
• Exact Mass: 222.1063391
• Molecular Formula: C11H15BO4
• Molecular Weight: 222.05
• SMILES: B(C1=CC(=CC=C1)OC2CCCCO2)(O)O
• Topological: 58.9
• Monoisotopic Mass: 222.1063391
• Synonyms: 1287777-05-2, 3-(tetrahydro-2H-pyran-2-yloxy)phenylboronic acid, 3-(Tetrahydropyran-2-yloxy)phenylboronic acid, (3-((Tetrahydro-2H-pyran-2-yl)oxy)phenyl)boronic acid, 3-[(2-Tetrahydropyranyl)oxy]phenylboronic Acid, [3-(oxan-2-yloxy)phenyl]boronic acid, Boronic acid, B-[3-[(tetrahydro-2H-pyran-2-yl)oxy]phenyl]-, MFCD03425971, (3-((Tetrahydro-2H-pyran-2-yl)oxy)phenyl)boronicacid, DTXSID10676795, AC3662, AKOS015918356, AB14733, {3-[(Oxan-2-yl)oxy]phenyl}boronic acid, AS-11410, SY104690, DB-228407, CS-0155243, (3-Tetrahydropyran-2-yloxyphenyl)boronic acid, 3-[(2-Tetrahydropyranyl)oxy]phenylboronicAcid

Application

3-(Tetrahydro-2H-pyran-2-yloxy)phenylboronic acid is widely used as a key intermediate in Suzuki-Miyaura cross-coupling reactions for the synthesis of biaryl compounds, which are prevalent in drug discovery and materials science. Its THP-protected hydroxyl group offers improved solubility and handling compared to unprotected analogs. This compound is particularly valuable in the development of pharmaceutical candidates, agrochemicals, and functionalized polymers. Researchers also employ it in the synthesis of advanced organic frameworks and ligands for catalysis.

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