Cas no 2223032-20-8 (2-(5-Ethylthiophen-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

2-(5-Ethylthiophen-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is a boronic ester derivative commonly employed as an intermediate in Suzuki-Miyaura cross-coupling reactions. Its structure features a stable dioxaborolane group, which enhances shelf stability and handling compared to boronic acids. The ethyl-substituted thiophene moiety offers versatility in constructing heterocyclic frameworks, particularly in pharmaceutical and materials science applications. This compound exhibits good solubility in organic solvents, facilitating its use in homogeneous reaction conditions. Its high purity and consistent reactivity make it a reliable choice for synthetic organic chemists seeking efficient C-C bond formation. The product is typically supplied under inert conditions to ensure optimal performance in sensitive coupling reactions.
2-(5-Ethylthiophen-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane structure
2223032-20-8 structure
Product Name:2-(5-Ethylthiophen-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
CAS No:2223032-20-8
MF:C12H19BO2S
MW:238.154062509537
CID:4786360
PubChem ID:133638977
Update Time:2025-08-04

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

Names and Identifiers

    • 2-(5-Ethylthiophen-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
    • 2223032-20-8
    • EN300-1425806
    • Z2181849758
    • AT33162
    • Inchi： 1S/C12H19BO2S/c1-6-10-7-9(8-16-10)13-14-11(2,3)12(4,5)15-13/h7-8H,6H2,1-5H3
    • InChI Key： MXXQMXIFGBDGMH-UHFFFAOYSA-N
    • SMILES： S1C(CC)=CC(B2OC(C)(C)C(C)(C)O2)=C1

Computed Properties

  • Exact Mass: 238.1198812 g/mol
  • Monoisotopic Mass: 238.1198812 g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 2
  • Complexity: 252
  • 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
  • Molecular Weight: 238.16
  • Topological Polar Surface Area: 46.7

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

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SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd.
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 2223032-20-8 95%
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Enamine
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 2223032-20-8 95.0%
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 $672.0 2023-09-30
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EN300-1425806-1000mg
2-(5-ethylthiophen-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
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 $1357.0 2023-09-30
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2-(5-Ethylthiophen-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Related Literature

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

Recent Advances in the Study of 2-(5-Ethylthiophen-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS: 2223032-20-8)

The compound 2-(5-Ethylthiophen-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS: 2223032-20-8) has recently garnered significant attention in the field of chemical biology and medicinal chemistry. This boronic ester derivative is a key intermediate in the synthesis of various bioactive molecules, particularly in the development of boron-containing therapeutics. Its unique chemical properties, including stability and reactivity, make it a valuable building block for drug discovery and development.

Recent studies have focused on the application of this compound in Suzuki-Miyaura cross-coupling reactions, a pivotal method for constructing carbon-carbon bonds in pharmaceutical synthesis. Researchers have demonstrated its efficacy in producing complex heterocyclic structures, which are often found in drugs targeting cancer, infectious diseases, and neurological disorders. The compound's ability to act as a boron donor has also been explored in the context of boron neutron capture therapy (BNCT), a promising approach for treating certain types of cancer.

In a 2023 study published in the Journal of Medicinal Chemistry, scientists utilized 2-(5-Ethylthiophen-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane to synthesize a series of novel kinase inhibitors. The results indicated high selectivity and potency against specific oncogenic kinases, with minimal off-target effects. This highlights the compound's potential in the development of targeted cancer therapies. Additionally, its role in the synthesis of boron-doped nanomaterials for drug delivery systems has been investigated, offering new avenues for enhancing therapeutic efficacy and reducing systemic toxicity.

Further research has explored the pharmacokinetic and toxicological profiles of derivatives derived from this boronic ester. Preliminary findings suggest favorable bioavailability and metabolic stability, although further in vivo studies are required to fully assess its safety and efficacy. The compound's versatility and compatibility with various synthetic protocols underscore its importance in modern medicinal chemistry.

In conclusion, 2-(5-Ethylthiophen-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS: 2223032-20-8) represents a critical tool in the advancement of boron-based therapeutics. Its applications span from synthetic chemistry to drug development, offering promising solutions for unmet medical needs. Future research should focus on optimizing its derivatives for clinical use and exploring its potential in other therapeutic areas.

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