Cas no 1312713-37-3 (tert-butyl 3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)piperidine-1-carboxylate)

Tert-butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)piperidine-1-carboxylate is a boronic ester derivative widely used as an intermediate in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions. The tert-butyloxycarbonyl (Boc) protecting group enhances stability and facilitates selective deprotection under mild acidic conditions, making it valuable for peptide and heterocycle synthesis. The pinacol boronate moiety offers improved air and moisture stability compared to free boronic acids, ensuring easier handling and storage. This compound is particularly useful in pharmaceutical and agrochemical research, enabling efficient C-C bond formation for complex molecule construction. Its compatibility with diverse functional groups and reaction conditions underscores its versatility in synthetic applications.
tert-butyl 3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)piperidine-1-carboxylate structure
1312713-37-3 structure
Product Name:tert-butyl 3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)piperidine-1-carboxylate
CAS No:1312713-37-3
MF:C16H30BNO4
MW:311.224705219269
MDL:MFCD25509459
CID:2102756
PubChem ID:71700020
Update Time:2025-10-28

tert-butyl 3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)piperidine-1-carboxylate Chemical and Physical Properties

Names and Identifiers

    • tert-butyl 3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)piperidine-1-carboxylate
    • tert-Butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxa-borolan-2-yl)piperidine-1-carboxylate
    • 1-Boc-piperidine-3-boronic acid pinacol ester
    • 1-Boc-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)piperidine
    • SY269463
    • MFCD25509459
    • tert-butyl 3-(tetramethyl-1,3,2-dioxaborolan-2-yl)piperidine-1-carboxylate
    • tert-butyl3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)piperidine-1-carboxylate
    • DTXSID10856636
    • DA-12581
    • AKOS024258925
    • EN300-187040
    • CS-0112428
    • Z1889820176
    • W13789
    • t-Butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)piperidine-1-carboxylate
    • tert-Butyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)piperidine-1-carboxylate
    • 1312713-37-3
    • DTXCID80807377
    • MCC71337
    • 961-467-2
    • MDL: MFCD25509459
    • Inchi: 1S/C16H30BNO4/c1-14(2,3)20-13(19)18-10-8-9-12(11-18)17-21-15(4,5)16(6,7)22-17/h12H,8-11H2,1-7H3
    • InChI Key: XIVFJLQPKAVJRP-UHFFFAOYSA-N
    • SMILES: O1B(C2CN(C(=O)OC(C)(C)C)CCC2)OC(C)(C)C1(C)C

Computed Properties

  • Exact Mass: 311.2267886g/mol
  • Monoisotopic Mass: 311.2267886g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 22
  • Rotatable Bond Count: 3
  • Complexity: 414
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 48?2

tert-butyl 3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)piperidine-1-carboxylate Pricemore >>

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Additional information on tert-butyl 3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)piperidine-1-carboxylate

tert-butyl 3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)piperidine-1-carboxylate: A Comprehensive Overview

The compound tert-butyl 3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)piperidine-1-carboxylate, with CAS No. 1312713-37-3, is a highly specialized organic compound that has garnered significant attention in the fields of organic synthesis and materials science. This compound is notable for its unique structure and versatile applications in modern chemical research. The molecule consists of a piperidine ring substituted with a tert-butyl group and a dioxaborolane moiety, which imparts distinctive electronic and steric properties.

The dioxaborolane group within the molecule is a key feature that contributes to its reactivity and functionality. Recent studies have highlighted the importance of such boron-containing structures in catalytic processes and medicinal chemistry. For instance, researchers have demonstrated that the presence of the dioxaborolane group can significantly enhance the stability and selectivity of transition metal catalysts in cross-coupling reactions. This has led to its increasing use in the synthesis of complex organic molecules with high precision.

In terms of synthesis, the compound can be prepared through a variety of methods, including nucleophilic substitution and coupling reactions. One notable approach involves the use of palladium-catalyzed cross-coupling reactions, where the dioxaborolane group acts as a reactive partner. This method has been optimized in recent years to achieve higher yields and better regioselectivity. The incorporation of the tert-butyl group further stabilizes the molecule by providing steric hindrance around the reactive sites, making it more amenable to various chemical transformations.

The applications of this compound are diverse and span multiple disciplines. In pharmaceutical research, it has been employed as an intermediate in the synthesis of bioactive compounds with potential therapeutic applications. For example, studies have shown that derivatives of this compound exhibit promising activity against certain enzymes involved in neurological disorders. Additionally, its use in materials science has been explored for applications in polymer synthesis and nanotechnology.

From an environmental standpoint, the compound's stability and biodegradability are critical factors that influence its practical applications. Recent research has focused on evaluating its environmental impact under various conditions. Findings suggest that while it is relatively stable under normal storage conditions, it undergoes controlled degradation under specific environmental stimuli, such as light or microbial action. This makes it a viable candidate for sustainable chemical processes.

In conclusion, tert-butyl 3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)piperidine-1-carboxylate represents a cutting-edge compound with multifaceted applications across chemistry and related fields. Its unique structure and functional groups make it an invaluable tool for researchers seeking to develop novel materials and therapies. As advancements in synthetic methodologies continue to emerge, this compound is poised to play an even more prominent role in future scientific endeavors.

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