Description

4-(4,4,5,5-Tetramethyl-[1,3,2]Dioxaborolan-2-Yl)-3,6-Dihydro-2H-Pyridine-1-Carboxylic Acid Benzyl Ester is a high-value, protected boronic ester derivative of a dihydropyridine, serving as a critical synthetic intermediate in advanced organic chemistry. Its primary value lies in enabling Suzuki-Miyaura cross-coupling reactions, a cornerstone methodology for constructing complex carbon-carbon bonds under mild conditions. This compound is essential for researchers and process chemists in the pharmaceutical and agrochemical industries developing novel active ingredients, particularly for constructing heterocyclic scaffolds prevalent in modern drug discovery.

Application

• Pharmaceutical Intermediate: Key building block for the synthesis of complex heterocyclic compounds, including potential drug candidates for CNS, oncology, and cardiovascular applications.
• Agrochemical Synthesis: Used in the research and development of novel pesticides and herbicides, leveraging the Suzuki reaction to create diverse aromatic and heteroaromatic structures.
• Material Science Research: Employed in the synthesis of organic electronic materials, such as conjugated polymers and small molecule semiconductors, where precise molecular architecture is required.
• Chemical Biology & Probe Development: Useful for creating bioconjugates or fluorescent probes where the boronate ester serves as a handle for further functionalization under biocompatible conditions.
• Academic & Process R&D: A versatile reagent for methodological development in cross-coupling chemistry and for scaling up synthetic routes in process chemistry.

Basic Information

Product Name	4-(4,4,5,5-Tetramethyl-[1,3,2]Dioxaborolan-2-Yl)-3,6-Dihydro-2H-Pyridine-1-Carboxylic Acid Benzyl Ester
CAS No.	286961-15-7
Molecular Formula	C19H26BNO4
Molecular Weight	343.23 g/mol
Synonyms	1-Benzyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1,4-dicarboxylate; 1,2,3,6-Tetrahydropyridine-4-boronic acid, 1-(benzyloxycarbonyl)-, pinacol ester; 1-Cbz-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine; 4-(Pinacolatoboryl)-1,2,3,6-tetrahydropyridine-1-carboxylic acid benzyl ester; N-Cbz-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine; 4-(Pinacol boronate)-N-Cbz-1,2,3,6-tetrahydropyridine
EINECS	Contact for details

Quality Control

Our 4-(4,4,5,5-Tetramethyl-[1,3,2]Dioxaborolan-2-Yl)-3,6-Dihydro-2H-Pyridine-1-Carboxylic Acid Benzyl Ester is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC, NMR, and MS, to ensure identity, purity, and consistency. We provide comprehensive Certificates of Analysis (COA) with each shipment, detailing all critical quality attributes. Our production adheres to cGMP principles where applicable, ensuring reliability for research and development purposes.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C or as indicated on the label or COA. This compound is hygroscopic (moisture-sensitive); containers must be kept tightly sealed and under an inert atmosphere (e.g., nitrogen or argon) after opening to prevent degradation. Store away from incompatible materials.

Specification

Item	Specification
Appearance	White to off-white solid
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥95.0% (Area %)
Water Content (KF)	≤0.5%

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