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(1S)-1,7,7-Trimethylbicyclo[2.2.1]Hept-2-En-2-Ylboronic Acid CAS NO 871333-99-2


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CAS No.:871333-99-2

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

(1S)-1,7,7-Trimethylbicyclo[2.2.1]hept-2-en-2-ylboronic acid is a high-purity, chiral boronic acid derivative characterized by its rigid, camphor-like bicyclic structure. This compound is a critical building block in modern organic synthesis, particularly valued for its role in stereoselective carbon-carbon bond-forming reactions. It is primarily utilized by research institutions and pharmaceutical companies engaged in the development of novel active pharmaceutical ingredients (APIs) and advanced materials.

Application

  • Suzuki-Miyaura Cross-Coupling Reactions: A key reagent for the palladium-catalyzed formation of C-C bonds, enabling the synthesis of complex, chiral biaryl and olefinic structures.
  • Pharmaceutical Intermediate Synthesis: Serves as a crucial precursor in the multi-step synthesis of chiral drug candidates, especially in medicinal chemistry for oncology and CNS diseases.
  • Asymmetric Synthesis & Catalysis: Used to introduce chiral, terpene-based frameworks into target molecules, leveraging its inherent stereochemistry from the (1S)-enantiomer.
  • Ligand and Catalyst Development: Employed in the preparation of novel chiral ligands for transition metal catalysis.
  • Material Science Research: A building block for creating organic molecules with specific spatial configurations for advanced polymeric or electronic materials.
  • Agrochemical Synthesis: Used in the research and development of enantiomerically pure active ingredients for crop protection.

Basic Information

Product Name (1S)-1,7,7-Trimethylbicyclo[2.2.1]hept-2-en-2-ylboronic Acid
CAS No. 871333-99-2
Molecular Formula C10H17BO2
Molecular Weight 180.05 g/mol
Synonyms (1S)-(-)-2-Borneneboronic Acid; (1S)-2-Bornene-2-boronic Acid; (1S)-1,7,7-Trimethylbicyclo[2.2.1]hept-2-ene-2-boronic Acid; (-)-2-Borneneboronic Acid; L-(-)-2-Borneneboronic Acid; (1S)-Camphor Boronic Acid Derivative; B-[(1S)-1,7,7-Trimethylbicyclo[2.2.1]hept-2-en-2-yl]boronic Acid
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Quality Control

Our (1S)-1,7,7-Trimethylbicyclo[2.2.1]hept-2-en-2-ylboronic acid is manufactured under strict quality control protocols to ensure batch-to-batch consistency and high chemical purity suitable for sensitive synthetic applications. Each lot is accompanied by a comprehensive Certificate of Analysis (COA) detailing purity, enantiomeric excess, and impurity profiles. We adhere to cGMP standards where applicable to support our clients in regulated development pipelines.

Storage

Preserve in a tightly closed container, protected from light. Store under an inert atmosphere (e.g., nitrogen or argon) at 2-8°C in a cool, dry place. This product is hygroscopic (moisture-sensitive) and easily oxidized; prolonged exposure to air, moisture, or elevated temperatures will compromise quality and stability.

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (IR) Conforms to structure
Purity (HPLC) ≥ 97.0%
Enantiomeric Excess (Chiral HPLC) ≥ 98.0%
Water Content (KF) ≤ 0.5%

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

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