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Triethoxy[2-(7-oxabicyclo[4.1.0]heptan-3-yl)ethyl]silane

  • CAS No. 10217-34-2

  • Cat. No. CS-0203766
  • Purity≥98%
  • MDL No.None

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

Triethoxy[2-(7-oxabicyclo[4.1.0]heptan-3-yl)ethyl]silane|CS-0203766

Structure of 10217-34-2

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General Information

  • CAS No. 10217-34-2
  • Cat. No. CS-0203766
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₈O₄Si
  • Molecular Weight 288.46
  • Synonym(s) triethoxy[2-(7-oxabicyclo[4.1.0]hept-3-yl)ethyl]silane
  • SMILES CCO[Si](CCC1CC2OC2CC1)(OCC)OCC

Description

Triethoxy[2-(7-oxabicyclo[4.1.0]heptan-3-yl)ethyl]silane features a rigid, electron-deficient oxabicyclic framework that enhances stability and controls reactivity in surface functionalization. The triethoxy silane moiety enables robust covalent bonding to oxide surfaces, while the bicyclic alkyl spacer provides precise spatial orientation and reduced chain mobility. This combination delivers durable, well-defined monolayers for advanced materials applications.

Application

Triethoxy[2-(7-oxabicyclo[4.1.0]heptan-3-yl)ethyl]silane serves as a robust silyl protecting group for alcohols, enabling selective protection under mild conditions. The bicyclic oxabridge imparts conformational rigidity and enhanced stability, while the triethoxysilyl moiety facilitates efficient hydrolytic deprotection. Its functional group tolerance and bench stability make it ideal for complex molecule synthesis, particularly in natural product and medicinal chemistry workflows requiring orthogonal protection strategies.

Synthesis

  • Route1

    References

    • Journal of the American Chemical Society, , vol. 81, p. 2632,2633

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 : H317-H412
Precautionary Statements : P261-P272-P273-P280-P302+P352-P362+P364-P501

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Computational Chemistry Data

  • TPSA   40.22
  • LogP   2.9924
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   9

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