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tert-Butyl 3-ethynylazetidine-1-carboxylate

  • CAS No. 287193-01-5

  • Cat. No. CS-0042837
  • Purity≥98%
  • MDL No.MFCD17016080

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

tert-Butyl 3-ethynylazetidine-1-carboxylate|CS-0042837

Structure of 287193-01-5

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General Information

  • CAS No. 287193-01-5
  • Cat. No. CS-0042837
  • Purity ≥98%
  • MDL No. MFCD17016080
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₅NO₂
  • Molecular Weight 181.23
  • Synonym(s) None
  • SMILES CC(C)(C)OC(=O)N1CC(C1)C#C

Description

tert-Butyl 3-ethynylazetidine-1-carboxylate is a bench-stable, moisture-tolerant building block featuring a reactive alkyne handle and strained azetidine core. This combination enables efficient copper-catalyzed click chemistry and facilitates the incorporation of nitrogen-rich heterocycles into bioactive molecules with minimal steric interference.

Application

tert-Butyl 3-ethynylazetidine-1-carboxylate serves as a versatile building block for constructing nitrogen-containing heterocycles, enabling efficient access to azetidinyl scaffolds via copper-catalyzed cycloadditions and Sonogashira couplings. The terminal alkyne functionality exhibits high compatibility with palladium- and copper-mediated transformations, while the tert-butoxycarbonyl group provides robust protection for amine intermediates, facilitating purification and stability during multistep syntheses.

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   1.4865
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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