Description

3-Phenyl-1-(Tetrahydropyran-2-Yl)-5-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1H-Pyrazole is a high-value, multi-functional chemical building block that combines a pyrazole core with both a tetrahydropyranyl (THP) protecting group and a pinacol boronate ester. This compound is critical for advanced organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions, enabling the efficient construction of complex molecular architectures. It is primarily utilized by pharmaceutical, agrochemical, and advanced materials research organizations for the development of new active ingredients and functional molecules.

Application

• Pharmaceutical Intermediate: A key precursor in the synthesis of novel active pharmaceutical ingredients (APIs), especially for candidates containing biaryl or heterobiaryl motifs.
• Agrochemical Research: Used in the discovery and development of new herbicides, fungicides, and insecticides that require specific, complex heterocyclic structures.
• Material Science: Serves as a building block for creating organic electronic materials, such as those used in OLEDs and organic photovoltaics, due to its conjugated system and boronic ester functionality.
• Cross-Coupling Reactions: The pinacol boronate ester group makes it an excellent partner in palladium-catalyzed Suzuki-Miyaura cross-coupling with various aryl or heteroaryl halides.
• Chemical Biology & Medicinal Chemistry: Employed in the synthesis of molecular probes, enzyme inhibitors, and compound libraries for high-throughput screening and structure-activity relationship (SAR) studies.
• Protecting Group Strategy: The tetrahydropyranyl (THP) group can be used as a protecting group for the pyrazole nitrogen, allowing for selective functionalization at other sites on the molecule.

Basic Information

Product Name	3-Phenyl-1-(Tetrahydropyran-2-Yl)-5-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1H-Pyrazole
CAS No.	1028092-65-0
Molecular Formula	C20H27BN2O3
Molecular Weight	354.25 g/mol
Synonyms	1-(Tetrahydropyran-2-yl)-3-phenyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole; 3-Phenyl-1-(tetrahydro-2H-pyran-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole; 1H-Pyrazole, 3-phenyl-1-(tetrahydro-2H-pyran-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-; 3-Phenyl-1-THP-5-(pinacolboron)-1H-pyrazole; 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3-phenyl-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole; THP-Protected 3-Phenyl-5-boronic acid pinacol ester pyrazole
EINECS	Contact for details

Quality Control

Every batch of 3-Phenyl-1-(Tetrahydropyran-2-Yl)-5-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1H-Pyrazole is manufactured and tested under a strict quality management system. We provide comprehensive analytical data to ensure the material meets the high-purity standards required for sensitive synthetic applications, including pharmaceutical R&D. Certificates of Analysis (COA) detailing purity, identity, and impurity profiles are available for each lot upon request.

Storage

Preserve in a tightly closed container, protected from light. Store under an inert atmosphere (e.g., nitrogen or argon) at a controlled room temperature (15-25°C) in a cool, dry, and well-ventilated place. Due to its sensitivity to oxidation and light, prolonged exposure to air or light should be avoided to maintain product integrity.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Water Content (KF)	≤ 0.5%
Residue on Ignition	≤ 0.1%

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.