Description

8-(Phenylmethyl)-3-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-8-Azabicyclo[3.2.1]Oct-2-Ene CAS NO 1123661-15-3 is a high-value, advanced pharmaceutical intermediate featuring a unique bicyclic scaffold coupled with a pinacol boronate ester functional group. This compound is specifically engineered for Suzuki-Miyaura cross-coupling reactions, a cornerstone methodology in modern synthetic chemistry for carbon-carbon bond formation. It is an essential building block for medicinal chemistry research and development, primarily targeting the synthesis of novel, complex molecules for drug discovery programs in major pharmaceutical and biotechnology companies.

Application

• Pharmaceutical Intermediate: A critical precursor in the synthesis of active pharmaceutical ingredients (APIs) and drug candidates, particularly those requiring complex, three-dimensional architectures.
• Medicinal Chemistry & Drug Discovery: Used extensively in lead optimization and library synthesis to explore structure-activity relationships (SAR) and develop new therapeutic agents.
• Suzuki-Miyaura Cross-Coupling Reagent: The pinacol boronate ester moiety acts as a key coupling partner for the introduction of the 8-azabicyclo[3.2.1]oct-2-ene fragment into complex molecules under mild, palladium-catalyzed conditions.
• Organic Synthesis Research: Serves as a versatile building block in academic and industrial R&D for constructing nitrogen-containing bridged bicyclic compounds.
• Agrochemical Intermediate: Potential use in the synthesis of novel crop protection agents and pesticides that leverage its specific molecular framework.
• Material Science Precursor: Exploration into functional organic materials where the rigid bicyclic structure can impart specific physical properties.

Basic Information

Item	Detail
Product Name	8-(Phenylmethyl)-3-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-8-Azabicyclo[3.2.1]Oct-2-Ene
CAS No.	1123661-15-3
Molecular Formula	C24H34BNO2
Molecular Weight	379.35 g/mol
Synonyms	3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-8-benzyl-8-azabicyclo[3.2.1]oct-2-ene; 8-Benzyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-8-azabicyclo[3.2.1]oct-2-ene; 8-Azabicyclo[3.2.1]oct-2-ene, 8-(phenylmethyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-; 8-Benzyl-3-(pinacolatoboryl)-8-azabicyclo[3.2.1]oct-2-ene; N-Benzyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-8-azabicyclo[3.2.1]oct-2-ene; Tropane boronic ester derivative; CAS 1123661-15-3
EINECS	Contact for details

Quality Control

Our 8-(Phenylmethyl)-3-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-8-Azabicyclo[3.2.1]Oct-2-Ene is manufactured under strict quality management systems to ensure batch-to-batch consistency and high purity, critical for sensitive cross-coupling reactions. All products undergo rigorous analytical testing, including HPLC, NMR (1H, 13C, 11B), and mass spectrometry, to confirm identity and purity. A comprehensive Certificate of Analysis (COA) detailing all specifications is provided with each shipment 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). This product is hygroscopic (moisture-sensitive) and must be handled under an inert atmosphere (argon or nitrogen) when opening the primary container to prevent degradation. For long-term storage, consider storing under an inert gas blanket.

Specification

Item	Specification
Appearance	White to off-white solid
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Water Content (KF)	≤ 0.5%
Residue on Ignition	≤ 0.1%
Single Unknown Impurity (HPLC)	≤ 0.5%
Total Impurities (HPLC)	≤ 3.0%

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