Cas no 2724208-31-3 (1-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperidine hydrochloride)

1-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperidine hydrochloride is a boronic ester derivative featuring a piperidine moiety, commonly utilized in Suzuki-Miyaura cross-coupling reactions. The tetramethyl-1,3,2-dioxaborolane group enhances stability and solubility, facilitating handling and storage under ambient conditions. The hydrochloride salt form improves crystallinity and purity, making it suitable for precise synthetic applications. This compound is particularly valuable in pharmaceutical and agrochemical research, where it serves as a key intermediate for constructing complex aromatic systems. Its compatibility with diverse reaction conditions and high functional group tolerance further underscores its utility in organic synthesis.
1-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperidine hydrochloride structure
2724208-31-3 structure
Product Name:1-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperidine hydrochloride
CAS No:2724208-31-3
MF:C17H27BClNO2
MW:323.66578412056
MDL:MFCD27957309
CID:5155637
Update Time:2026-03-04

1-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperidine hydrochloride Chemical and Physical Properties

Names and Identifiers

    • 1-[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperidine hydrochloride
    • 1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperidine hydrochloride
    • 1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperidine hydrochloride
    • 1-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperidine hydrochloride
    • MDL: MFCD27957309
    • Inchi: 1S/C17H26BNO2.ClH/c1-16(2)17(3,4)21-18(20-16)14-8-10-15(11-9-14)19-12-6-5-7-13-19;/h8-11H,5-7,12-13H2,1-4H3;1H
    • InChI Key: LPSUXOBYELDMDE-UHFFFAOYSA-N
    • SMILES: Cl.O1B(C2C=CC(=CC=2)N2CCCCC2)OC(C)(C)C1(C)C

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 22
  • Rotatable Bond Count: 2
  • Complexity: 342
  • Topological Polar Surface Area: 21.7

1-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperidine hydrochloride Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
abcr
AB524635-1 g
1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperidine hydrochloride; .
2724208-31-3
1g
€215.70 2023-04-17
abcr
AB524635-5 g
1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperidine hydrochloride; .
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€559.20 2023-04-17
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AS-2774-1MG
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2724208-31-3 >95%
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AS-2774-5MG
1-[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperidine hydrochloride
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1-[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperidine hydrochloride
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Additional information on 1-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperidine hydrochloride

Research Briefing on 1-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperidine hydrochloride (CAS: 2724208-31-3)

The compound 1-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperidine hydrochloride (CAS: 2724208-31-3) has recently garnered significant attention in the field of chemical biology and medicinal chemistry due to its potential applications in drug discovery and development. This boronic acid derivative is particularly notable for its role as a key intermediate in the synthesis of bioactive molecules, especially those targeting proteases and other enzymes involved in disease pathways. Recent studies have highlighted its utility in the development of novel therapeutics for conditions such as cancer, inflammatory diseases, and infectious diseases.

One of the most promising aspects of this compound is its incorporation of a boronic ester moiety, which enhances its reactivity and selectivity in binding to biological targets. The tetramethyl-1,3,2-dioxaborolane group is a protected form of boronic acid, which improves the compound's stability and solubility, making it more amenable for use in biological assays and drug formulations. The piperidine ring further contributes to its pharmacological properties by influencing its pharmacokinetic profile and target affinity.

Recent research has focused on optimizing the synthesis of 1-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperidine hydrochloride to improve yield and purity. Advanced techniques such as microwave-assisted synthesis and flow chemistry have been employed to achieve these goals. Additionally, computational modeling and structure-activity relationship (SAR) studies have provided insights into how modifications to the piperidine or boronic ester groups can enhance the compound's efficacy and reduce potential off-target effects.

In preclinical studies, this compound has demonstrated promising results as a protease inhibitor, particularly in the context of cancer therapy. For instance, it has shown inhibitory activity against proteases that are overexpressed in certain tumors, thereby reducing tumor growth and metastasis. Furthermore, its ability to cross the blood-brain barrier makes it a candidate for treating neurological disorders where protease dysregulation is implicated.

Despite these advancements, challenges remain in the clinical translation of 1-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperidine hydrochloride. Issues such as bioavailability, metabolic stability, and potential toxicity need to be addressed through further research. Collaborative efforts between academic institutions and pharmaceutical companies are underway to overcome these hurdles and accelerate the development of this compound into a viable therapeutic agent.

In conclusion, 1-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperidine hydrochloride represents a versatile and promising scaffold in medicinal chemistry. Its unique chemical properties and biological activities make it a valuable tool for drug discovery, and ongoing research is expected to unlock its full potential in treating a range of diseases. Future studies should focus on refining its synthesis, elucidating its mechanism of action, and evaluating its safety and efficacy in clinical settings.

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