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tert-Butyl 3-(2-ethoxy-2-oxoethylidene)azetidine-1-carboxylate

  • CAS No. 1002355-96-5

  • Cat. No. CS-0028388
  • Molecule weight241.28
  • Purity≥97%
  • MDL No.MFCD16140210

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

tert-Butyl 3-(2-ethoxy-2-oxoethylidene)azetidine-1-carboxylate|CS-0028388

Structure of 1002355-96-5

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General Information

  • CAS No. 1002355-96-5
  • Cat. No. CS-0028388
  • Purity ≥97%
  • MDL No. MFCD16140210
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₉NO₄
  • Molecular Weight 241.28
  • Synonym(s) 3-(2-Ethoxy-2-oxoethylidene)azetidine-1-carboxylic Acid tert-Butyl Ester
  • SMILES CC(C)(C)OC(N(C/1)CC1=C/C(OCC)=O)=O

Application

tert-Butyl 3-(2-ethoxy-2-oxoethylidene)azetidine-1-carboxylate serves as a stable, bench-ready building block for the synthesis of azetidine-containing scaffolds. Its enol ether functionality enables facile Michael addition and cycloaddition reactions, while the tert-butoxycarbonyl group provides orthogonal protection. The molecule exhibits excellent functional group tolerance and simplifies purification in multi-step sequences, making it well-suited for medicinal chemistry campaigns requiring strained heterocycles.

Synthesis

  • Route1

    References

    • Collier, Philip N. Tetrahedron Letters, 2009 , vol. 50, # 27 p. 3909 - 3911
  • Route2

    References

    • Li, Dong Bo; Rogers-Evans, Mark; Carreira, Erick M. Organic Letters, 2013 , vol. 15, # 18 p. 4766 - 4769

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

Quality Control

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Computational Chemistry Data

  • TPSA   55.84
  • LogP   1.7266
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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