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1H-Isoindole-1,3(2H)-Dione, 2-(2,6-Dioxo-3-Piperidinyl)-5-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)- CAS NO 2229725-98-6
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CAS No.:2229725-98-6
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
1H-Isoindole-1,3(2H)-Dione, 2-(2,6-Dioxo-3-Piperidinyl)-5-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)- is a high-value, multi-functional chemical building block that combines a phthalimide core with a piperidine dione and a pinacol boronate ester. This compound matters as a key synthetic intermediate in modern pharmaceutical and agrochemical research, enabling the construction of complex molecules through versatile cross-coupling and functionalization reactions. It is primarily needed by R&D chemists and process development scientists in the pharmaceutical, biotechnology, and advanced materials sectors for developing new active ingredients and functional polymers.
Application
- Pharmaceutical Intermediate: A crucial building block in the synthesis of proteasome inhibitors, kinase inhibitors, and other small-molecule therapeutics, particularly those targeting oncology and inflammatory diseases.
- Suzuki-Miyaura Cross-Coupling Reagent: The pinacol boronate ester group makes it an excellent substrate for palladium-catalyzed cross-coupling reactions to form biaryl and heterobiaryl structures, a cornerstone of modern medicinal chemistry.
- Agrochemical Research: Used in the discovery and development of novel herbicides, fungicides, and insecticides that require complex, nitrogen-containing heterocyclic scaffolds.
- Polymer & Material Science: Serves as a functional monomer or cross-linking agent for creating specialty polymers with tailored thermal, mechanical, or optical properties.
- Chemical Biology & Proteolysis-Targeting Chimeras (PROTACs): The phthalimide moiety is a known ligand for cereblon (CRBN), making this compound a potential starting point for designing targeted protein degradation therapeutics.
- Academic & Contract Research: Employed in university and CRO laboratories for methodological development in organic synthesis and catalysis studies.
Basic Information
| Product Name | 1H-Isoindole-1,3(2H)-Dione, 2-(2,6-Dioxo-3-Piperidinyl)-5-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)- |
| CAS No. | 2229725-98-6 |
| Molecular Formula | C19H23BN2O6 |
| Molecular Weight | 386.21 g/mol |
| Synonyms | 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione; 2-(2,6-Dioxopiperidin-3-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-isoindole-1,3(2H)-dione; 3-(5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-dioxoisoindolin-2-yl)piperidine-2,6-dione; Thalidomide-based boronic ester; CRBN ligand boronate; PROTAC linker intermediate; Borylated phthalimide derivative |
| EINECS | Contact for details |
Quality Control
Our 1H-Isoindole-1,3(2H)-Dione, 2-(2,6-Dioxo-3-Piperidinyl)-5-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)- is manufactured under strict quality management systems to ensure batch-to-batch consistency and reliability for critical research and development applications. Each lot undergoes comprehensive analytical characterization, including HPLC for purity, NMR for structural confirmation, and elemental analysis. We provide a detailed Certificate of Analysis (COA) with every shipment, documenting all relevant specifications. Our production adheres to cGMP guidelines where applicable, supporting its use in pre-clinical and early-phase pharmaceutical development.
Storage
Preserve in a tightly closed container, protected from light. Store in a freezer at -20°C to -10°C under an inert atmosphere (argon or nitrogen) due to its moisture-sensitive and easily oxidized nature. Allow the sealed container to equilibrate to room temperature before opening to prevent condensation and hydrolysis of the boronate ester. Keep away from strong acids and bases.
Specification
| Item | Specification |
|---|---|
| Appearance | White to off-white crystalline powder |
| Identification (IR) | Conforms to structure |
| Identification (NMR) | Conforms to structure |
| Purity (HPLC) | ≥ 95.0% |
| Water Content (KF) | ≤ 1.0% |
| Residue on Ignition | ≤ 0.5% |
| Heavy Metals | ≤ 20 ppm |
| Single Unknown Impurity (HPLC) | ≤ 1.0% |
Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.
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