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CS-W001157 4
Total: USD 88.00

2-(2,3-Dihydrothieno[3,4-b][1,4]dioxin-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

  • CAS No. 250726-93-3

  • Cat. No. CS-0091159
  • Molecule weight268.14
  • Purity≥98%
  • MDL No.MFCD08060541

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

2-(2,3-Dihydrothieno[3,4-b][1,4]dioxin-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0091159

Structure of 250726-93-3

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General Information

  • CAS No. 250726-93-3
  • Cat. No. CS-0091159
  • Purity ≥98%
  • MDL No. MFCD08060541
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₇BO₄S
  • Molecular Weight 268.14
  • Synonym(s) 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydrothieno[3,4-b][1,4]dioxine
  • SMILES CC1(C)C(C)(C)OB(C2=C3C(OCCO3)=CS2)O1

Description

This boronate ester features a rigid, electron-rich dihydrothienodioxin scaffold that enhances stability and reactivity in Suzuki-Miyaura cross-coupling. The tetramethyl-substituted dioxaborolane ring ensures excellent bench stability and moisture tolerance, enabling reliable use under standard conditions.

Application

This boronate ester serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation with aryl and vinyl halides. The dihydrothienodioxin core imparts stability and favorable solubility, while the tetramethyl-substituted dioxaborolane facilitates mild reaction conditions and excellent functional group tolerance. Its bench-stable nature simplifies handling and purification in synthetic workflows involving heterocyclic scaffolds.

Synthesis

  • Route1

    References

    • Tetrahedron, , vol. 69, # 2 p. 861 - 866
  • Route2
    • null|null
      61676-62-8
    • In-stock
      2,3-Dihydrothieno[3,4-b]-1,4-dioxin|CS-D0713
      126213-50-1
    • ~71%
    • In-stock
      2-(2,3-Dihydrothieno[3,4-b][1,4]dioxin-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0091159
      250726-93-3

    References

    • Tetrahedron, , vol. 55, # 40 p. 11745 - 11754
  • Route3

    References

    • Journal of Organic Chemistry, , vol. 77, # 20 p. 8851 - 8863

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

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Computational Chemistry Data

  • TPSA   36.92
  • LogP   1.8185
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   1

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