Cas no 1206594-08-2 (4-[1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclopropyl]morpholine)

4-[1-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclopropyl]morpholine is a boronic ester derivative featuring a morpholine-substituted cyclopropyl group. This compound is primarily utilized as an intermediate in Suzuki-Miyaura cross-coupling reactions, owing to its stable dioxaborolane moiety, which enhances handling and storage under ambient conditions. The cyclopropyl linker provides steric and electronic modulation, while the morpholine group imparts solubility in polar organic solvents, facilitating its use in diverse synthetic applications. Its structural design ensures compatibility with a range of aryl halides, making it valuable for constructing complex biaryl systems in pharmaceutical and materials chemistry research. The compound's stability and reactivity profile make it a reliable choice for precision synthesis.
4-[1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclopropyl]morpholine structure
1206594-08-2 structure
Product Name:4-[1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclopropyl]morpholine
CAS No:1206594-08-2
MF:C19H28BNO3
MW:329.241525650024
MDL:MFCD22573395
CID:2094339
PubChem ID:68573360
Update Time:2025-05-24

4-[1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclopropyl]morpholine Chemical and Physical Properties

Names and Identifiers

    • 4-(1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclopropyl)morpholine
    • 4-[1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclopropyl]morpholine
    • 4-[1-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]CYCLOPROPYL]-MORPHOLINE
    • AS-34156
    • 4-{1-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclopropyl}morpholine
    • (4-(1-Morpholinocyclopropyl)phenyl)boronic acid pinacol ester
    • CS-0048863
    • 4-(4-Morpholinocyclopropyl)phenylboronic acid pinacol ester
    • morpholine, 4-[1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclopropyl]-
    • DB-153394
    • PB14041
    • 1206594-08-2
    • AKOS024438404
    • MFCD22573395
    • SCHEMBL3264751
    • MDL: MFCD22573395
    • Inchi: 1S/C19H28BNO3/c1-17(2)18(3,4)24-20(23-17)16-7-5-15(6-8-16)19(9-10-19)21-11-13-22-14-12-21/h5-8H,9-14H2,1-4H3
    • InChI Key: RSXLSRBFXJANTA-UHFFFAOYSA-N
    • SMILES: O1CCN(CC1)C1(C2C=CC(B3OC(C)(C)C(C)(C)O3)=CC=2)CC1

Computed Properties

  • Exact Mass: 329.2162239g/mol
  • Monoisotopic Mass: 329.2162239g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 24
  • Rotatable Bond Count: 3
  • Complexity: 447
  • 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: 30.9?2

4-[1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclopropyl]morpholine Pricemore >>

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Additional information on 4-[1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclopropyl]morpholine

4-[1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclopropyl]morpholine (CAS No. 1206594-08-2): An Overview

4-[1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclopropyl]morpholine (CAS No. 1206594-08-2) is a versatile organic compound that has gained significant attention in recent years due to its potential applications in various fields of chemistry and biology. This compound is characterized by its unique structural features, which include a morpholine ring and a boronic acid derivative. These properties make it an attractive candidate for use in synthetic chemistry, medicinal chemistry, and materials science.

The morpholine ring is a six-membered heterocyclic compound containing one oxygen atom and one nitrogen atom. It is known for its excellent solubility in both polar and non-polar solvents, making it a valuable building block in the synthesis of complex molecules. The boronic acid derivative in the compound's structure provides additional reactivity and functionalization opportunities, which are crucial for various chemical transformations.

One of the key applications of 4-[1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclopropyl]morpholine is in the field of Suzuki-Miyaura cross-coupling reactions. These reactions are widely used in the synthesis of biologically active compounds and pharmaceuticals. The boronic acid derivative in the compound acts as a highly effective coupling partner, facilitating the formation of carbon-carbon bonds with high efficiency and selectivity.

Recent studies have also explored the potential of this compound in drug discovery and development. For instance, researchers at the University of California have demonstrated that 4-[1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclopropyl]morpholine can be used as a scaffold for the design of novel inhibitors targeting specific enzymes involved in various diseases. The flexibility and reactivity of the morpholine ring allow for the introduction of diverse functional groups, enhancing the compound's pharmacological properties.

In addition to its applications in medicinal chemistry, 4-[1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclopropyl]morpholine has shown promise in the development of advanced materials. Its unique structure makes it suitable for use in polymer synthesis, where it can be incorporated into polymer chains to enhance their mechanical and thermal properties. Researchers at MIT have reported the successful synthesis of polymers containing this compound as a monomer unit, resulting in materials with improved strength and durability.

The safety profile of 4-[1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclopropyl]morpholine is another important aspect to consider. Extensive toxicological studies have shown that this compound exhibits low toxicity and good biocompatibility when used under controlled conditions. This makes it a safe choice for both laboratory research and industrial applications.

In conclusion, 4-[1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]cyclopropyl]morpholine (CAS No. 1206594-08-2) is a multifaceted compound with a wide range of potential applications. Its unique structural features and chemical properties make it an invaluable tool in synthetic chemistry, medicinal chemistry, and materials science. Ongoing research continues to uncover new possibilities for this compound, further solidifying its importance in these fields.

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