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CS-W001157 4
Total: USD 88.00

Bpin-Cyclohexene-COOEt

  • CAS No. 1049004-32-1

  • Cat. No. CS-W006635
  • Purity≥95%
  • MDL No.MFCD11520546

*For research and further manufacturing use only, not for direct human use.

Bpin-Cyclohexene-COOEt|CS-W006635

Structure of 1049004-32-1

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General Information

  • CAS No. 1049004-32-1
  • Cat. No. CS-W006635
  • Purity ≥95%
  • MDL No. MFCD11520546
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₂₅BO₄
  • Molecular Weight 280.17
  • Synonym(s) Ethyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-cyclohexene-1-carboxylate
  • SMILES CC1(C)C(C)(C)OB(C2=CCC(C(OCC)=O)CC2)O1

Description

Bpin-Cyclohexene-COOEt delivers a versatile boronate ester functionality coupled with a cyclohexene tether and ethyl ester group, enabling seamless integration into Suzuki-Miyaura cross-coupling reactions. This stable, bench-ready reagent facilitates efficient C–C bond formation under mild conditions, offering enhanced solubility and predictable reactivity in synthetic workflows.

Application

Bpin-Cyclohexene-COOEt serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient access to functionalized cyclohexenyl motifs. The boronate ester group facilitates palladium- or nickel-catalyzed coupling with aryl, vinyl, and alkyl halides, while the ester functionality provides a handle for further derivatization. Its bench-stable nature and compatibility with diverse reaction conditions make it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • Ethyl 4-(((trifluoromethyl)sulfonyl)oxy)cyclohex-3-ene-1-carboxylate|CS-0361526
      122948-57-6
    • In-stock
      Bis(pinacolato)diborane|CS-D1216
      73183-34-3
    • ~69%
    • In-stock
      Bpin-Cyclohexene-COOEt|CS-W006635
      1049004-32-1

    References

    • US2011/251183 A1, ; Page/Page column 18 ; US 20110251183 A1
  • Route2

    References

    • US2011/251183 A1, ; US 20110251183 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   44.76
  • LogP   2.9074
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   3

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