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tert-Butyl 3-iodopropylcarbamate

  • CAS No. 167479-01-8

  • Cat. No. CS-0046940
  • Purity≥95%
  • MDL No.MFCD09951819

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

tert-Butyl 3-iodopropylcarbamate|CS-0046940

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General Information

  • CAS No. 167479-01-8
  • Cat. No. CS-0046940
  • Purity ≥95%
  • MDL No. MFCD09951819
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₆INO₂
  • Molecular Weight 285.12
  • Synonym(s) None
  • SMILES O=C(NCCCI)OC(C)(C)C

Description

tert-Butyl 3-iodopropylcarbamate serves as a stable, bench-ready iodoalkylating agent featuring a tert-butyl carbamate-protected amine. This derivative enables efficient incorporation of iodopropyl moieties into target molecules under mild conditions, offering high functional group tolerance and predictable reactivity in synthetic transformations.

Application

tert-Butyl 3-iodopropylcarbamate serves as a versatile building block for the synthesis of functionalized aliphatic chains and heterocyclic systems. The iodide moiety enables efficient palladium-catalyzed cross-coupling reactions, while the tert-butyl carbamate group offers robust protection for primary amines with facile removal under mild acidic conditions. This combination provides excellent functional group tolerance, bench stability, and ease of purification, making it ideal for iterative synthetic sequences in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • Crich, David; Rahaman, Md. Yeajur Journal of Organic Chemistry, 2009 , vol. 74, # 17 p. 6792 - 6796
  • Route2

    References

    • 3M INNOVATIVE PROPERTIES COMPANY Patent: WO2006/86449 A2, 2006 ; Location in patent: Page/Page column 88-89 ;
  • Route3

    References

    • Wescott, Lyle D.; Mattern, Daniell Lewis Journal of Organic Chemistry, 2003 , vol. 68, # 26 p. 10058 - 10066

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-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   38.33
  • LogP   2.3362
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   3

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