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8-Boc-3-(4,4,5,5-Tetramethyl-[1,3,2]Dioxaborolan-2-Yl)-8-Aza-Bicyclo[3.2.1]Octane CAS NO 1266349-78-3
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CAS No.:1266349-78-3
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
8-Boc-3-(4,4,5,5-Tetramethyl-[1,3,2]Dioxaborolan-2-Yl)-8-Aza-Bicyclo[3.2.1]Octane is a high-value, advanced pharmaceutical intermediate featuring a protected amine and a versatile boronic ester functional group. This compound is critical for enabling efficient cross-coupling reactions, such as Suzuki-Miyaura couplings, which are fundamental to constructing complex molecular architectures in modern drug discovery. It is primarily utilized by research institutions and pharmaceutical companies engaged in the synthesis of novel active pharmaceutical ingredients (APIs), particularly within medicinal chemistry and process development.
Application
- Pharmaceutical Intermediate: A key building block for the synthesis of complex drug candidates, especially those containing the 8-azabicyclo[3.2.1]octane (tropane) scaffold.
- Suzuki-Miyaura Cross-Coupling Reactions: The boronic ester moiety serves as a crucial coupling partner for forming carbon-carbon bonds with aryl or vinyl halides, a cornerstone of modern synthetic organic chemistry.
- Medicinal Chemistry Research: Used in lead optimization and structure-activity relationship (SAR) studies to rapidly generate diverse compound libraries for biological screening.
- Process Chemistry Development: Employed in scaling up synthetic routes for potential new therapeutic agents, from milligram to kilogram scale.
- Synthesis of Neurologically Active Compounds: The tropane core structure is relevant for targeting central nervous system (CNS) disorders.
- Agrochemical Research: Potential intermediate in the development of novel crop protection agents with complex stereochemistry.
Basic Information
| Product Name | 8-Boc-3-(4,4,5,5-Tetramethyl-[1,3,2]Dioxaborolan-2-Yl)-8-Aza-Bicyclo[3.2.1]Octane |
| CAS No. | 1266349-78-3 |
| Molecular Formula | C18H32BNO4 |
| Molecular Weight | 337.27 g/mol |
| Synonyms | tert-Butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-8-azabicyclo[3.2.1]octane-8-carboxylate; 8-Azabicyclo[3.2.1]octane-8-carboxylic acid, 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 1,1-dimethylethyl ester; 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-8-azabicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester; 8-Boc-3-(pinacolboronato)-8-azabicyclo[3.2.1]octane; 3-Boc-3,8-diazabicyclo[3.2.1]octane-8-boronic acid pinacol ester; Tropane-3-boronic acid pinacol ester, N-Boc protected; N-Boc-3-borono-8-azabicyclo[3.2.1]octane pinacol ester |
| EINECS | Contact for details |
Quality Control
Our 8-Boc-3-(4,4,5,5-Tetramethyl-[1,3,2]Dioxaborolan-2-Yl)-8-Aza-Bicyclo[3.2.1]Octane is manufactured under strict quality management systems. Each batch undergoes comprehensive analytical testing, including HPLC for purity and identity confirmation (NMR, IR), to ensure it meets the stringent requirements for pharmaceutical R&D. A detailed Certificate of Analysis (COA) is provided with every shipment, documenting all critical quality attributes.
Storage
Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This product is hygroscopic (moisture-sensitive) and should be handled under an inert atmosphere (e.g., nitrogen or argon) when possible to prevent degradation. For long-term storage, consider storing under an inert gas blanket in a desiccator.
Specification
| Item | Specification |
|---|---|
| Appearance | White to off-white crystalline powder |
| Identification (IR) | Conforms to structure |
| Identification (NMR) | Conforms to structure |
| Purity (HPLC) | ≥ 97.0% |
| Water Content (KF) | ≤ 0.5% |
| Residue on Ignition | ≤ 0.1% |
Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.
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