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CS-W001157 4
Total: USD 88.00

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzenesulfonamide

  • CAS No. 214360-51-7

  • Cat. No. CS-0112865
  • Purity≥96%
  • MDL No.MFCD06657806

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

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzenesulfonamide|CS-0112865

Structure of 214360-51-7

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General Information

  • CAS No. 214360-51-7
  • Cat. No. CS-0112865
  • Purity ≥96%
  • MDL No. MFCD06657806
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₈BNO₄S
  • Molecular Weight 283.15
  • Synonym(s) 4-Sulfamoylphenylboronic acid pinacol ester
  • SMILES O=S(C1=CC=C(B2OC(C)(C)C(C)(C)O2)C=C1)(N)=O

Description

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzenesulfonamide features a boronate ester group enabling reliable Suzuki-Miyaura cross-coupling reactions. The sulfonamide moiety imparts enhanced solubility and metabolic stability, while the tetramethyl-substituted dioxaborolane ensures excellent shelf life and moisture tolerance under standard handling conditions.

Synthesis

  • Route1

    References

    • NOVARTIS AG; NOVARTIS PHARMA GMHBH Patent: WO2004/89913 A1, 2004 ; Location in patent: Page 137; 138 ; WO 2004/089913 A1
  • Route2
    • Sulfanilamide Sulfadimethoxine  Impurity|CS-0229022
      63-74-1
    • In-stock
      Bis(pinacolato)diborane|CS-D1216
      73183-34-3
    • ~77%
    • In-stock
      4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzenesulfonamide|CS-0112865
      214360-51-7

    References

    • Zhang, Jie; Wang, Xiaolong; Yu, Haitao; Ye, Jiahai Synlett, 2012 , vol. 23, # 9 p. 1394 - 1396
  • Route3

    References

    • Tetrahedron Letters, , vol. 54, # 2 p. 166 - 169

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   78.62
  • LogP   0.6332
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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