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CS-W001157 4
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4,4,5,5-Tetramethyl-2-(oxetan-3-yl)-1,3,2-dioxaborolane

  • CAS No. 1396215-84-1

  • Cat. No. CS-W018670
  • Molecule weight184.04
  • Purity≥95%
  • MDL No.MFCD26521383

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

4,4,5,5-Tetramethyl-2-(oxetan-3-yl)-1,3,2-dioxaborolane|CS-W018670

Structure of 1396215-84-1

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General Information

  • CAS No. 1396215-84-1
  • Cat. No. CS-W018670
  • Purity ≥95%
  • MDL No. MFCD26521383
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₇BO₃
  • Molecular Weight 184.04
  • Synonym(s) None
  • SMILES CC1(C)C(C)(C)OB(C2COC2)O1

Description

This oxetane-bearing boronate ester delivers enhanced stability and reactivity in Suzuki-Miyaura coupling, where the oxetan-3-yl group enables efficient C–C bond formation under mild conditions. Its bench-stable, moisture-tolerant structure simplifies handling in complex synthetic sequences.

Application

4,4,5,5-Tetramethyl-2-(oxetan-3-yl)-1,3,2-dioxaborolane serves as a stable, bench-ready boron building block for Suzuki-Miyaura cross-coupling reactions. Its oxetanyl group provides enhanced metabolic stability and improved solubility in medicinal chemistry applications. The tetramethyl substitution enhances reactivity and minimizes protodeboronation, enabling high-yielding couplings under standard conditions. This reagent facilitates efficient C–C bond formation with aryl, vinyl, and heteroaryl halides, offering excellent functional group tolerance and straightforward purification.

Safety Information

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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

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Computational Chemistry Data

  • TPSA   27.69
  • LogP   1.479
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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