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tert-Butyl 6-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-3-Azabicyclo[4.1.0]Heptane-3-Carboxylate CAS NO 2095495-27-3
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CAS No.:2095495-27-3
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
tert-Butyl 6-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-3-Azabicyclo[4.1.0]Heptane-3-Carboxylate is a high-value, advanced pharmaceutical intermediate featuring a unique azabicyclo[4.1.0]heptane (norcarane) scaffold and a protected boronic ester functional group. This compound is critical for enabling Suzuki-Miyaura cross-coupling reactions, a cornerstone methodology in modern medicinal chemistry for constructing complex carbon-carbon bonds. It is primarily sought after by R&D and process chemistry teams in the pharmaceutical, agrochemical, and advanced materials sectors for the synthesis of novel bioactive molecules and functional materials.
Application
- Pharmaceutical Intermediate: Key building block for the synthesis of novel drug candidates, particularly in oncology, CNS disorders, and anti-infective research.
- Suzuki-Miyaura Cross-Coupling: Enables the efficient introduction of the complex norcarane moiety into target molecules via palladium-catalyzed coupling with aryl/heteroaryl halides.
- Proteolysis Targeting Chimera (PROTAC) Development: Serves as a specialized linker or warhead component in the design of bifunctional degraders.
- Agrochemical Synthesis: Intermediate for creating new generation herbicides, fungicides, and insecticides with novel modes of action.
- Material Science Research: Used in the development of organic electronic materials, ligands for catalysis, and metal-organic frameworks (MOFs).
- Chemical Biology Probes: Facilitates the creation of tagged molecules for studying biological pathways and target engagement.
Basic Information
| Product Name | tert-Butyl 6-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-3-Azabicyclo[4.1.0]Heptane-3-Carboxylate |
| CAS No. | 2095495-27-3 |
| Molecular Formula | C19H34BNO4 |
| Molecular Weight | 351.29 g/mol |
| Synonyms | 3-Boc-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-azabicyclo[4.1.0]heptane; tert-Butyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-azabicyclo[4.1.0]heptane-3-carboxylate; 3-Azabicyclo[4.1.0]heptane-3-carboxylic acid, 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 1,1-dimethylethyl ester; 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3-azabicyclo[4.1.0]heptane-3-carboxylic acid tert-butyl ester; BOC-protected 6-boronic ester norcarane; Norcarane-6-boronic acid pinacol ester, N-Boc protected |
| EINECS | Contact for details |
Quality Control
Our production of this advanced intermediate adheres to strict quality management systems, ensuring batch-to-batch consistency and high purity essential for sensitive coupling reactions. Each lot is characterized using advanced analytical techniques including NMR (1H, 13C, 11B), HPLC, and mass spectrometry. A comprehensive Certificate of Analysis (COA) detailing identity, purity, and impurity profiles is provided with every shipment to support your regulatory and R&D documentation needs.
Storage
Preserve in a tightly closed container, protected from light. Store under an inert atmosphere (e.g., nitrogen or argon) at 2-8°C or as specified on the label. The container should be kept in a cool, dry, well-ventilated place, 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% |
| Related Substances (HPLC) | Individual impurity ≤ 1.0% |
| Total Impurities | ≤ 5.0% |
| 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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