Description

4,4,5,5-Tetramethyl-2-(4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)-1,3,2-dioxaborolane (CAS No. 889865-38-7) is a high-purity boronic ester derivative, widely utilized in organic synthesis and pharmaceutical research. With the molecular formula C₁₇H₂₅BO₄, this compound features a pinacol-protected boronate group and a tetrahydropyran (THP)-protected phenol moiety, making it a versatile intermediate for Suzuki-Miyaura cross-coupling reactions. Its IUPAC name is 4,4,5,5-tetramethyl-2-[4-(oxan-2-yloxy)phenyl]-1,3,2-dioxaborolane. This product is supplied as a crystalline solid with exceptional stability under inert conditions, ensuring reliable performance in sensitive synthetic applications. Ideal for researchers requiring precise functionalization of aromatic systems, it is rigorously tested for purity (typically >95% by HPLC) and stored under nitrogen to prevent degradation.

Properties

• CAS Number: 889865-38-7
• Complexity: 361
• IUPAC Name: 4,4,5,5-tetramethyl-2-(4-tetrahydropyran-2-yloxyphenyl)-1,3,2-dioxaborolane
• InChI: InChI=1S/C17H25BO4/c1-16(2)17(3,4)22-18(21-16)13-8-10-14(11-9-13)20-15-7-5-6-12-19-15/h8-11,15H,5-7,12H2,1-4H3
• InChI Key: ZIKLUMIQYINQLY-UHFFFAOYSA-N
• Exact Mass: 304.1845894
• Molecular Formula: C17H25BO4
• Molecular Weight: 304.2
• SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC=C(C=C2)OC3CCCCO3
• Topological: 36.9
• Monoisotopic Mass: 304.1845894
• Synonyms: 889865-38-7, 4,4,5,5-Tetramethyl-2-(4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)-1,3,2-dioxaborolane, 4-(tetrahydro-2H-pyran-2-yloxy)phenylboronic acid pinacol ester, MFCD16294419, 4,4,5,5-TETRAMETHYL-2-[4-(OXAN-2-YLOXY)PHENYL]-1,3,2-DIOXABOROLANE, 4-[(Tetrahydro-2H-pyran-2-yl)oxy]phenylboronic Acid Pinacol Ester, 4,4,5,5-Tetramethyl-2-[4-[(tetrahydro-2H-pyran-2-yl)oxy]phenyl]-1,3,2-dioxaborolane, SCHEMBL8265696, DTXSID30728604, ZIKLUMIQYINQLY-UHFFFAOYSA-N, AKOS015968926, AS-11411, SY101990, CS-0112420, T3468, 2-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]oxane, 4-(tetrahydro-2H-pyran-2-yloxy)-phenylboronic acid pinacol ester, Tetrahydro-2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]-2H-pyran

Application

This compound is primarily employed as a key intermediate in the synthesis of complex organic molecules, particularly in pharmaceutical and agrochemical research. Its boronate ester group enables efficient cross-coupling reactions, facilitating the construction of biaryl structures. The THP-protected phenol enhances solubility and stability during multi-step syntheses. Researchers also use it to introduce boron-containing functionalities into target molecules for further derivatization.

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