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tert-Butyl 3-(prop-2-yn-1-yl)azetidine-1-carboxylate

  • CAS No. 1463502-41-1

  • Cat. No. CS-0132032
  • Molecule weight195.26
  • Purity≥97%
  • MDL No.MFCD32173212

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

tert-Butyl 3-(prop-2-yn-1-yl)azetidine-1-carboxylate|CS-0132032

Structure of 1463502-41-1

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General Information

  • CAS No. 1463502-41-1
  • Cat. No. CS-0132032
  • Purity ≥97%
  • MDL No. MFCD32173212
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₇NO₂
  • Molecular Weight 195.26
  • Synonym(s) None
  • SMILES O=C(N1CC(CC#C)C1)OC(C)(C)C

Description

tert-Butyl 3-(prop-2-yn-1-yl)azetidine-1-carboxylate features a strained azetidine ring bearing a propargyl substituent, enabling efficient conjugation via copper-catalyzed alkyne-azide cycloaddition. The tert-butyl carbamate group provides stability and ease of removal under mild acidic conditions, facilitating downstream functionalization in medicinal chemistry applications.

Application

tert-Butyl 3-(prop-2-yn-1-yl)azetidine-1-carboxylate serves as a versatile building block for the synthesis of azetidine-containing scaffolds in medicinal chemistry. The propargyl group enables facile Cu-catalyzed azide-alkyne cycloaddition (CuAAC), while the tert-butyl carbamate provides orthogonal protection. Its bench-stable nature and compatibility with diverse reaction conditions facilitate efficient access to functionalized heterocycles and complex molecular architectures.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   29.54
  • LogP   1.8766
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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