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CS-W001157 4
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(4S,5S)-2-butyl-N4,N4,N5,N5-tetramethyl-1,3,2-dioxaborolane-4,5-dicarboxamide

  • CAS No. 161344-84-9

  • Cat. No. CS-0146056
  • Molecule weight270.13
  • Purity≥95%
  • MDL No.MFCD05663838

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

(4S,5S)-2-butyl-N4,N4,N5,N5-tetramethyl-1,3,2-dioxaborolane-4,5-dicarboxamide|CS-0146056

Structure of 161344-84-9

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General Information

  • CAS No. 161344-84-9
  • Cat. No. CS-0146056
  • Purity ≥95%
  • MDL No. MFCD05663838
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₂₃BN₂O₄
  • Molecular Weight 270.13
  • Synonym(s) 2-BUTYL-N,N,N',N'-TETRAMETHYL-1,3,2-DIOXABOROLANE-(4S,5S)-DICARBOXAMIDE
  • SMILES CCCCB1O[C@H](C(N(C)C)=O)[C@@H](C(N(C)C)=O)O1

Application

(4S,5S)-2-butyl-N⁴,N⁴,N⁵,N⁵-tetramethyl-1,3,2-dioxaborolane-4,5-dicarboxamide serves as a stable, bench-ready boronate building block for Suzuki-Miyaura coupling reactions. Its stereodefined dioxaborolane core enables predictable regioselective cross-coupling with aryl and vinyl halides, while the N⁴,N⁴,N⁵,N⁵-tetramethyl substitution enhances hydrolytic stability and facilitates purification. The butyl substituent provides enhanced solubility in organic media, making it well-suited for iterative synthesis of complex heterocyclic scaffolds and API intermediates.

Synthesis

  • Route1

    References

    • Charette, Andre B.; Juteau, Helene; Lebel, Helene; Molinaro, Carmela Journal of the American Chemical Society, 1998 , vol. 120, # 46 p. 11943 - 11952

Safety Information

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Computational Chemistry Data

  • TPSA   59.08
  • LogP   0.2351
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   5

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