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CS-W001157 4
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tert-Butyl(2-iodoethoxy)dimethylsilane

  • CAS No. 101166-65-8

  • Cat. No. CS-W006048
  • Purity≥97%
  • MDL No.MFCD09909940

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

tert-Butyl(2-iodoethoxy)dimethylsilane|CS-W006048

Structure of 101166-65-8

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General Information

  • CAS No. 101166-65-8
  • Cat. No. CS-W006048
  • Purity ≥97%
  • MDL No. MFCD09909940
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₉IOSi
  • Molecular Weight 286.23
  • Synonym(s) (1,1-DIMETHYLETHYL)(2-IODOETHOXY)DIMETHYL-SILANE
  • SMILES C[Si](OCCI)(C(C)(C)C)C

Description

tert-Butyl(2-iodoethoxy)dimethylsilane serves as a robust, moisture-tolerant protecting group for alcohols, enabling selective functionalization in complex synthesis. The iodoethoxy moiety facilitates efficient coupling reactions, while the bulky tert-butyl group ensures stability under basic conditions and minimizes side reactions.

Application

tert-Butyl(2-iodoethoxy)dimethylsilane serves as a robust, bench-stable protecting group for alcohols, enabling selective mono-etherification under mild conditions. The iodoethyl side chain facilitates subsequent functionalization via palladium-catalyzed cross-coupling reactions, offering a versatile handle for late-stage diversification in complex molecule synthesis. Its compatibility with a broad range of reaction conditions and ease of removal under mild acidic or fluoride-mediated cleavage makes it ideal for iterative synthetic sequences in medicinal chemistry and natural product synthesis.

Synthesis

  • Route1
    • In-stock
      2-Iodoethanol|CS-W017637
      624-76-0
    • null|null
      18162-48-6
    • ~99%
    • In-stock
      tert-Butyl(2-iodoethoxy)dimethylsilane|CS-W006048
      101166-65-8

    References

    • DRIVER, Michael; TARBIT, Brian; GEHRE, Alexander Patent: US2013/59970 A1, 2013 ; Location in patent: Paragraph 0311; 0312; 0313 ;
  • Route2

    References

    • US2001/34343 A1, ;
  • Route3
    • Imidazole Ondansetron Impurity|CS-0229601
      288-32-4
    • In-stock
      2-Iodoethanol|CS-W017637
      624-76-0
    • null|null
      18162-48-6
    • ~10%
    • In-stock
      tert-Butyl(2-iodoethoxy)dimethylsilane|CS-W006048
      101166-65-8

    References

    • Driver, Michael; Hou, Qingpu; Wang, Jin Hai Patent: US2013/59926 A1, 2013 ; Location in patent: Page/Page column ;

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-H319
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   9.23
  • LogP   3.4432
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   3

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