Cas no 1232132-73-8 (2-(2,3-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

2-(2,3-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane structure
1232132-73-8 structure
Product Name:2-(2,3-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
CAS No:1232132-73-8
MF:C14H21BO2
MW:232.126344442368
MDL:MFCD18383605
CID:1071324
PubChem ID:71306547
Update Time:2025-07-21

2-(2,3-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Chemical and Physical Properties

Names and Identifiers

    • 2-(2,3-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
    • 4,4,5,5-tetramethyl-2-(2,3-dimethylphenyl)-1,3,2-dioxaborolane
    • A920298
    • CS-0113015
    • MFCD18383605
    • 1232132-73-8
    • D77174
    • 2,3-Dimethylphenylboronic acid pinacol ester
    • AS-2495
    • EN300-1425749
    • SCHEMBL14878282
    • AKOS017552777
    • MDL: MFCD18383605
    • Inchi: 1S/C14H21BO2/c1-10-8-7-9-12(11(10)2)15-16-13(3,4)14(5,6)17-15/h7-9H,1-6H3
    • InChI Key: JKDFOFHMRVPTMO-UHFFFAOYSA-N
    • SMILES: O1B(C2C=CC=C(C)C=2C)OC(C)(C)C1(C)C

Computed Properties

  • Exact Mass: 232.16300
  • Monoisotopic Mass: 232.1634601g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 1
  • Complexity: 272
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 18.5?2

Experimental Properties

  • PSA: 18.46000
  • LogP: 2.60260

2-(2,3-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Security Information

2-(2,3-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Customs Data

  • HS CODE:2934999090
  • Customs Data:

    China Customs Code:

    2934999090

    Overview:

    2934999090. Other heterocyclic compounds. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

2-(2,3-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Pricemore >>

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Additional information on 2-(2,3-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Recent Advances in the Application of 2-(2,3-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS: 1232132-73-8) in Chemical Biology and Pharmaceutical Research

The compound 2-(2,3-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS: 1232132-73-8) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its versatile applications in organic synthesis, medicinal chemistry, and drug discovery. This boronic ester derivative serves as a key intermediate in Suzuki-Miyaura cross-coupling reactions, enabling the synthesis of complex biaryl structures that are prevalent in many bioactive molecules. Recent studies have highlighted its role in the development of novel therapeutics, particularly in oncology and neurodegenerative diseases.

One of the most notable advancements involves the use of this compound in the synthesis of proteolysis-targeting chimeras (PROTACs), a groundbreaking therapeutic modality that selectively degrades disease-causing proteins. Researchers have demonstrated that 2-(2,3-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane can be effectively incorporated into the linker region of PROTACs, enhancing their stability and cellular permeability. A 2023 study published in the Journal of Medicinal Chemistry reported a 40% improvement in target protein degradation efficiency when using this boronic ester derivative compared to traditional linkers.

In the realm of oncology, this compound has shown promise in the development of kinase inhibitors. Its unique structural features allow for precise modulation of drug-target interactions, leading to improved selectivity and reduced off-target effects. Recent preclinical studies have utilized this boronic ester in the synthesis of third-generation EGFR inhibitors, demonstrating superior blood-brain barrier penetration for treating glioblastoma. The compound's ability to form reversible covalent bonds with target proteins has been particularly valuable in creating drugs with tunable pharmacokinetic profiles.

Beyond therapeutic applications, 2-(2,3-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane has emerged as a crucial tool in chemical biology for protein labeling and imaging. A 2024 Nature Chemical Biology publication detailed its use in developing fluorogenic probes for real-time monitoring of enzymatic activity in live cells. The boronic ester moiety serves as both a recognition element and a fluorescence quencher, enabling highly sensitive detection of protease activity with minimal background signal.

The pharmaceutical industry has also recognized the compound's potential in improving drug formulation. Its lipophilic nature and metabolic stability make it an attractive candidate for prodrug development. Recent patent filings indicate its incorporation into several investigational new drug (IND) applications, particularly for oral formulations requiring enhanced bioavailability. Analytical methods for quality control of this compound have likewise advanced, with new HPLC-MS protocols achieving detection limits below 0.1 ppm for impurity profiling.

Despite these advancements, challenges remain in the large-scale production and purification of 2-(2,3-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane. Recent process chemistry innovations have addressed some of these issues, with flow chemistry approaches demonstrating particular promise for improving yield and reducing hazardous waste generation. The compound's stability under various storage conditions has also been systematically investigated, leading to optimized handling protocols that ensure consistent performance in downstream applications.

Looking forward, the unique properties of this boronic ester derivative position it as a cornerstone in the development of next-generation pharmaceuticals and chemical biology tools. Ongoing research is exploring its potential in targeted drug delivery systems and as a component of smart materials responsive to biological stimuli. As synthetic methodologies continue to evolve, the applications of 2-(2,3-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane are expected to expand further, solidifying its importance in biomedical research and therapeutic development.

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