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CS-W001157 4
Total: USD 88.00

tert-Butyl 4-(iodomethyl)piperidine-1-carboxylate

  • CAS No. 145508-94-7

  • Cat. No. CS-0041008
  • Purity≥97%
  • MDL No.MFCD08437653

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

tert-Butyl 4-(iodomethyl)piperidine-1-carboxylate|CS-0041008

Structure of 145508-94-7

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General Information

  • CAS No. 145508-94-7
  • Cat. No. CS-0041008
  • Purity ≥97%
  • MDL No. MFCD08437653
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₂₀INO₂
  • Molecular Weight 325.19
  • Synonym(s) 1-TERT-BUTOXYCARBONYL-4-(IODOMETHYL)PIPERIDINE
  • SMILES O=C(N1CCC(CI)CC1)OC(C)(C)C

Description

tert-Butyl 4-(iodomethyl)piperidine-1-carboxylate delivers a reactive iodoalkyl handle for efficient conjugation in synthetic chemistry. This bench-stable, moisture-tolerant reagent features a piperidine core with a pendant iodomethyl group, enabling straightforward alkylation and C–C bond formation under mild conditions. The tert-butyl carbamate protects the amine during transformations while allowing selective deprotection when required.

Application

tert-Butyl 4-(iodomethyl)piperidine-1-carboxylate serves as a versatile synthetic building block for the introduction of piperidine-derived alkylating units. The iodomethyl group enables efficient SN2 reactions with nucleophiles, facilitating C–C and C–heteroatom bond formation under mild conditions. Its tert-butyl carbamate protection offers excellent bench stability and compatibility with diverse reaction environments, simplifying purification and enabling straightforward deprotection to yield the free piperidine amine.

Synthesis

  • Route1

    References

    • Villalobos; Blake; Biggers; Butler; Chapin; Chen; Ives; Jones; Liston; Nagel; Nason; Nielsen; Shalaby; White Journal of Medicinal Chemistry, 1994 , vol. 37, # 17 p. 2721 - 2734
  • Route2

    References

    • US2002/13348 A1, ;
  • Route3

    References

    • Kulbitski, Kseniya; Nisnevich, Gennady; Gandelman, Mark Advanced Synthesis and Catalysis, 2011 , vol. 353, # 9 p. 1438 - 1442

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   29.54
  • LogP   3.0685
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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