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CS-W001157 4
Total: USD 88.00

tert-Butyl(3-iodopropoxy)dimethylsilane

  • CAS No. 78878-05-4

  • Cat. No. CS-0045057
  • Purity≥97%
  • MDL No.MFCD10569859

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

tert-Butyl(3-iodopropoxy)dimethylsilane|CS-0045057

Structure of 78878-05-4

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General Information

  • CAS No. 78878-05-4
  • Cat. No. CS-0045057
  • Purity ≥97%
  • MDL No. MFCD10569859
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₂₁IOSi
  • Molecular Weight 300.25
  • Synonym(s) Tert-butyl-(3-iodopropoxy)-dimethylsilane
  • SMILES C[Si](OCCCI)(C(C)(C)C)C

Description

tert-Butyl(3-iodopropoxy)dimethylsilane delivers a stable, moisture-tolerant silyl-protected propargyl ether with a reactive iodide handle. This reagent enables efficient copper-catalyzed coupling reactions and facilitates the selective installation of functionalized alkynyl groups in complex molecule synthesis.

Application

tert-Butyl(3-iodopropoxy)dimethylsilane serves as a robust, bench-stable building block for the installation of protected alcohols in complex molecule synthesis. The iodo group enables efficient cross-coupling reactions, while the tert-butyldimethylsilyl (TBS) moiety provides orthogonal protection for hydroxyl functionalities. Its compatibility with palladium-catalyzed transformations and ease of purification make it a practical choice for medicinal chemistry and natural product synthesis workflows.

Synthesis

  • Route1
    • In-stock
      3-Iodopropan-1-ol|CS-W015993
      627-32-7
    • null|null
      18162-48-6
    • ~91%
    • In-stock
      tert-Butyl(3-iodopropoxy)dimethylsilane|CS-0045057
      78878-05-4

    References

    • Schreiber, Stuart L.; Stavenger, Robert A.; Mitchison, Timothy J.; Maliga, Zoltan Patent: US2004/59138 A1, 2004 ; Location in patent: Page 38 ;
  • Route2

    References

    • Fuerstner, Alois; Bonnekessel, Melanie; Blank, Jarred T.; Radkowski, Karin; Seidel, Guenter; Lacombe, Fabrice; Gabor, Barbara; Mynott, Richard Chemistry - A European Journal, 2007 , vol. 13, # 31 p. 8762 - 8783
  • Route3

    References

    • Thompson, Christina M.; Quinn, Catherine A.; Hergenrother, Paul J. Journal of Medicinal Chemistry, 2009 , vol. 52, # 1 p. 117 - 125

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06,GHS08
Signal Word : Danger
UN#: 2810
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H311-H331-H341
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361+P364-P405-P501

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Computational Chemistry Data

  • TPSA   9.23
  • LogP   3.8333
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   4

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