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CS-W001157 4
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tert-Butyl 3-(cyanomethyl)azetidine-1-carboxylate

  • CAS No. 142253-58-5

  • Cat. No. CS-0001916
  • Purity≥97%
  • MDL No.MFCD11035913

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

tert-Butyl 3-(cyanomethyl)azetidine-1-carboxylate|CS-0001916

Structure of 142253-58-5

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General Information

  • CAS No. 142253-58-5
  • Cat. No. CS-0001916
  • Purity ≥97%
  • MDL No. MFCD11035913
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₆N₂O₂
  • Molecular Weight 196.25
  • Synonym(s) 1-Boc-3-(cyanomethyl)azetidine
  • SMILES N#CCC1CN(C1)C(OC(C)(C)C)=O

Description

tert-Butyl 3-(cyanomethyl)azetidine-1-carboxylate features a strained azetidine core bearing a cyanomethyl group and a robust tert-butyl carbamate protecting group. This combination enables direct incorporation into complex heterocyclic scaffolds, offering enhanced stability during synthetic manipulations and compatibility with diverse reaction conditions.

Application

tert-Butyl 3-(cyanomethyl)azetidine-1-carboxylate serves as a versatile building block for the synthesis of nitrogen-containing heterocycles, enabling efficient access to azetidine-based scaffolds. The cyanomethyl group facilitates subsequent transformations such as nitrile reduction or cyclization, while the tert-butyl ester provides bench stability and ease of purification. It functions effectively in standard coupling reactions and offers good functional group tolerance, making it suitable for medicinal chemistry and process-scale applications.

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   53.33
  • LogP   1.76698
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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