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1-[4-(4,4,5,5-Tetramethyl-[1,3,2]Dioxaborolan-2-Yl)-Benzyl]-Pyrrole-2,5-Dione CAS NO 1315276-43-7
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CAS No.:1315276-43-7
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
1-[4-(4,4,5,5-Tetramethyl-[1,3,2]Dioxaborolan-2-Yl)-Benzyl]-Pyrrole-2,5-Dione is a specialized boronic ester derivative of maleimide, serving as a high-value pharmaceutical intermediate and cross-coupling reagent in organic synthesis. Its core value lies in enabling the precise construction of complex molecules through Suzuki-Miyaura coupling reactions, a cornerstone of modern medicinal chemistry. This compound is essential for research and development teams in the pharmaceutical, agrochemical, and advanced materials sectors seeking to incorporate functionalized aromatic and heterocyclic structures into novel compounds.
Application
- Pharmaceutical Intermediate: Key building block for the synthesis of targeted small-molecule drugs, including kinase inhibitors and other bioactive compounds.
- Suzuki-Miyaura Cross-Coupling Reagent: Enables the formation of carbon-carbon bonds between its boronate ester group and aryl/vinyl halides under palladium catalysis.
- Bioconjugation and Probe Development: The maleimide moiety allows for selective conjugation with thiol groups (-SH) in proteins, peptides, and other biomolecules for creating diagnostic probes or antibody-drug conjugates (ADCs).
- Polymer and Materials Science: Used to functionalize polymers or surfaces with boronate or maleimide groups for creating smart materials, sensors, or cross-linked networks.
- Agrochemical Synthesis: Intermediate in the development of novel herbicides, fungicides, or plant growth regulators with specific aromatic backbones.
- Chemical Biology Research: Tool compound for studying protein function and interactions via site-specific labeling.
Basic Information
| Product Name | 1-[4-(4,4,5,5-Tetramethyl-[1,3,2]Dioxaborolan-2-Yl)-Benzyl]-Pyrrole-2,5-Dione |
| CAS No. | 1315276-43-7 |
| Molecular Formula | C17H20BNO4 |
| Molecular Weight | 313.16 g/mol |
| Synonyms | 4-((2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)methyl)phenylboronic acid pinacol ester; 1-[(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methyl]-1H-pyrrole-2,5-dione; N-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)maleimide; 4-(Maleimidomethyl)phenylboronic acid pinacol ester; Maleimide-PEG4-benzyl-boronic acid pinacol ester (related); Benzyl-maleimide boronic ester; CAS 1315276-43-7 |
| EINECS | Contact for details |
Quality Control
Our 1-[4-(4,4,5,5-Tetramethyl-[1,3,2]Dioxaborolan-2-Yl)-Benzyl]-Pyrrole-2,5-Dione is manufactured under strict quality control protocols to ensure batch-to-batch consistency and high purity suitable for sensitive applications. We provide comprehensive Certificates of Analysis (COA) with each batch, detailing purity, identity, and impurity profiles. Our quality systems are designed to support cGMP requirements for pharmaceutical intermediates, and we can accommodate custom purity specifications upon request.
Storage
Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C or as indicated on the label or COA. This product is hygroscopic (moisture-sensitive) and should be handled under an inert atmosphere (e.g., nitrogen or argon) when prolonged exposure to air is anticipated to maintain stability and purity.
Specification
| Item | Specification |
|---|---|
| Appearance | White to off-white crystalline powder |
| Identification (IR) | Conforms to structure |
| Identification (HPLC) | Retention time matches reference standard |
| Assay (HPLC) | ≥97.0% |
| Water Content (KF) | ≤0.5% |
| Residue on Ignition | ≤0.1% |
| Single Unknown Impurity (HPLC) | ≤0.5% |
| Total Impurities (HPLC) | ≤2.0% |
Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.
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