Description

tert-Butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydropyridine-1(2H)-carboxylate is a high-value, protected boronic ester derivative that serves as a critical synthetic intermediate in modern organic chemistry. Its primary value lies in enabling the efficient construction of complex nitrogen-containing heterocycles, which are core scaffolds in numerous active pharmaceutical ingredients (APIs). This compound is therefore essential for research and development chemists in the pharmaceutical, agrochemical, and advanced materials sectors who require reliable, high-purity building blocks for Suzuki-Miyaura cross-coupling reactions.

Application

• Pharmaceutical Intermediate: Key building block for the synthesis of piperidine-based drug candidates, including potential central nervous system (CNS) agents and kinase inhibitors.
• Suzuki-Miyaura Cross-Coupling Reactions: The protected boronic ester functionality enables efficient carbon-carbon bond formation with aryl/heteroaryl halides under mild conditions.
• Agrochemical Synthesis: Used in the research and development of novel herbicides and insecticides containing complex heterocyclic structures.
• Chemical Biology & Medicinal Chemistry: Employed in the design and synthesis of molecular probes and tool compounds for target validation and biological pathway studies.
• Advanced Materials Research: Serves as a monomer or precursor for functionalized polymers and organic electronic materials requiring specific nitrogen heterocycle integration.
• Process Chemistry & Scale-Up: A reliable intermediate for the kilogram-scale production of target molecules during process development and optimization.

Basic Information

Item	Details
Product Name	tert-Butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydropyridine-1(2H)-carboxylate
CAS No.	885693-20-9
Molecular Formula	C16H28BNO4
Molecular Weight	309.21 g/mol
Synonyms	1-Boc-3,6-dihydro-2H-pyridine-5-boronic acid pinacol ester; 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester; tert-Butyl 5-(pinacolboryl)-3,6-dihydro-2H-pyridine-1-carboxylate; 1-Boc-1,2,3,6-tetrahydropyridine-5-boronic acid pinacol ester; 5-Bpin-1-Boc-1,2,3,6-tetrahydropyridine; N-Boc-3,6-dihydro-2H-pyridine-5-boronic acid pinacol ester; 1,2,3,6-Tetrahydro-pyridine-5-boronic acid pinacol ester 1-carboxylic acid tert-butyl ester
EINECS	Contact for details

Quality Control

Our tert-Butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydropyridine-1(2H)-carboxylate is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC for purity and identity confirmation by NMR and IR spectroscopy, to ensure it meets the high standards required for sensitive cross-coupling applications. A comprehensive Certificate of Analysis (COA) detailing purity, assay, and impurity profiles is provided with every shipment.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C under an inert atmosphere (e.g., nitrogen or argon) due to its hygroscopic and moisture-sensitive nature. Allow the container to reach room temperature before opening to prevent condensation and moisture ingress.

Specification

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

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