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3,6-Dihydro-3-Methyl-4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1(2H)-Pyridinecarboxylic Acid 1,1-Dimethylethyl Ester CAS NO 1268816-61-0
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CAS No.:1268816-61-0
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
3,6-Dihydro-3-Methyl-4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1(2H)-Pyridinecarboxylic Acid 1,1-Dimethylethyl Ester is a high-value, protected boronic ester derivative of a dihydropyridine, serving as a critical synthetic intermediate. Its primary value lies in enabling Suzuki-Miyaura cross-coupling reactions, a cornerstone methodology for constructing complex molecules in modern organic synthesis. This compound is essential for research and development chemists in the pharmaceutical and agrochemical industries, where it is used to introduce functionalized pyridine scaffolds into target molecules.
Application
- Pharmaceutical Intermediate: Key building block for the synthesis of active pharmaceutical ingredients (APIs) and drug candidates, particularly those containing complex heterocyclic systems.
- Agrochemical Synthesis: Used in the research and production of advanced pesticides, herbicides, and fungicides that require specific pyridine-based structures.
- Material Science Research: Employed in the development of organic electronic materials, ligands for catalysis, and novel polymers where boronic ester functionality is required.
- Cross-Coupling Reactions: Specifically designed as a coupling partner in palladium-catalyzed Suzuki-Miyaura reactions to form carbon-carbon bonds under mild conditions.
- Medicinal Chemistry: Facilitates the rapid exploration of structure-activity relationships (SAR) by allowing efficient diversification of the pyridine core in lead optimization.
- Chemical Biology Probes: Serves as a precursor for creating tagged or labeled molecules used to study biological processes and protein interactions.
Basic Information
| Item | Details |
|---|---|
| Product Name | 3,6-Dihydro-3-Methyl-4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1(2H)-Pyridinecarboxylic Acid 1,1-Dimethylethyl Ester |
| CAS No. | 1268816-61-0 |
| Molecular Formula | C17H30BNO4 |
| Molecular Weight | 323.24 g/mol |
| Synonyms | tert-Butyl 3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylate; 1-Boc-3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine; 3-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(tert-butoxycarbonyl)-1,2,3,6-tetrahydropyridine; 1,2,3,6-Tetrahydropyridine-1-carboxylic acid, 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-methyl-, 1,1-dimethylethyl ester; BOC-Protected 3-Methyl-4-BPin-1,2,3,6-tetrahydropyridine |
| EINECS | Contact for details |
Quality Control
Our 3,6-Dihydro-3-Methyl-4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1(2H)-Pyridinecarboxylic Acid 1,1-Dimethylethyl Ester is manufactured under strict quality control protocols to ensure batch-to-batch consistency and high purity, essential for sensitive cross-coupling applications. Our products undergo rigorous quality testing to ensure compliance with industry standards. Certificates of Analysis (COA) are available upon request, detailing purity, identity, and impurity profiles.
Storage
Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C (refrigerated) or as specified on the label or COA. Due to its hygroscopic (moisture-sensitive) nature, containers must be kept tightly sealed under an inert atmosphere (e.g., nitrogen or argon) after opening to prevent degradation. Keep away from heat and incompatible materials.
Specification
| Item | Specification |
|---|---|
| Appearance | White to off-white solid |
| Identification (IR) | Conforms to structure |
| Purity (HPLC) | ≥95% (Area %) |
| Water Content (KF) | ≤0.5% |
| Heavy Metals | ≤20 ppm |
Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.
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