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

  • CAS No. 2246658-69-3

  • Cat. No. CS-0097099
  • Purity≥95%
  • MDL No.None

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

4,4,5,5-Tetramethyl-2-(oxetan-3-ylidenemethyl)-1,3,2-dioxaborolane|CS-0097099

Structure of 2246658-69-3

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General Information

  • CAS No. 2246658-69-3
  • Cat. No. CS-0097099
  • Purity ≥95%
  • MDL No. None
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₇BO₃
  • Molecular Weight 196.05
  • Synonym(s) 1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-(3-oxetanylidenemethyl)-
  • SMILES CC1(C)OB(OC1(C)C)/C=C2COC\2

Description

This oxetane-bearing boronate ester delivers enhanced stability and reactivity in Suzuki-Miyaura coupling reactions. The oxetan-3-ylidenemethyl group imparts unique electronic modulation, while the tetramethyl substitution ensures bench-stable handling. Ideal for constructing complex molecular architectures under standard conditions.

Application

4,4,5,5-Tetramethyl-2-(oxetan-3-ylidenemethyl)-1,3,2-dioxaborolane serves as a stable, bench-ready boron building block for Suzuki-Miyaura cross-coupling reactions. Its oxetanyl methyl group provides enhanced metabolic stability and improved solubility in medicinal chemistry applications. The tetramethyl-substituted dioxaborolane core ensures high chemical stability, minimal protodeboronation, and compatibility with diverse functional groups, enabling efficient late-stage functionalization in complex molecule synthesis.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   27.69
  • LogP   1.5744
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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