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Rac-4,4,5,5-Tetramethyl-2-[(1R,2R)-2-Phenylcyclopropyl]-1,3,2-Dioxaborolane CAS NO 749885-71-0


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CAS No.:749885-71-0

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

Rac-4,4,5,5-Tetramethyl-2-[(1R,2R)-2-Phenylcyclopropyl]-1,3,2-Dioxaborolane is a high-value organoboron reagent featuring a unique phenylcyclopropyl substituent. This compound is essential as a versatile chiral building block in modern synthetic chemistry, enabling the formation of critical carbon-boron bonds. It is primarily utilized by research chemists and process development scientists in the pharmaceutical and agrochemical industries for the synthesis of complex, biologically active molecules.

Application

  • Pharmaceutical Intermediate: A key chiral synthon in the research and development of novel active pharmaceutical ingredients (APIs), particularly for constructing complex molecular architectures.
  • Suzuki-Miyaura Cross-Coupling Reactions: Serves as a crucial boron-containing coupling partner for the formation of carbon-carbon bonds, a fundamental transformation in medicinal chemistry.
  • Agrochemical Synthesis: Used in the development of advanced crop protection agents and pesticides that require specific stereochemistry for optimal activity.
  • Material Science Research: Employed in the synthesis of organic electronic materials and ligands for catalysis where the rigid cyclopropyl unit imparts specific structural properties.
  • Asymmetric Synthesis: Provides a source of chirality for the development of enantioselective synthetic routes to high-value fine chemicals.

Basic Information

Product Name Rac-4,4,5,5-Tetramethyl-2-[(1R,2R)-2-Phenylcyclopropyl]-1,3,2-Dioxaborolane
CAS No. 749885-71-0
Molecular Formula C16H23BO2
Molecular Weight 258.17 g/mol
Synonyms (1R,2R)-2-Phenylcyclopropane-1-boronic acid pinacol ester; rac-(1R,2R)-2-Phenylcyclopropylboronic acid pinacol ester; 2-[(1R,2R)-2-Phenylcyclopropyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; Phenylcyclopropylboronic Acid Pinacol Ester (racemic of (1R,2R)-isomer); trans-2-Phenylcyclopropylboronic acid pinacol ester; B-(trans-2-Phenylcyclopropyl)pinacolborane
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Quality Control

Our production of Rac-4,4,5,5-Tetramethyl-2-[(1R,2R)-2-Phenylcyclopropyl]-1,3,2-Dioxaborolane adheres to stringent quality management protocols. Every batch undergoes comprehensive analytical testing, including NMR, HPLC, and GC analysis, to ensure identity, purity, and consistency. Certificates of Analysis (COA) detailing all specifications are provided and available upon request to support your quality assurance and regulatory documentation needs.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place at a controlled room temperature (15-25°C). Due to its hygroscopic nature, the container must be kept tightly sealed under an inert atmosphere (e.g., nitrogen or argon) to prevent moisture absorption and degradation. Keep away from heat and incompatible materials.

Specification

Item Specification
Appearance White to off-white crystalline powder or solid
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.

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