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CS-W001157 4
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1-(tert-Butoxycarbonyl)azetidine-2-carboxylic acid

  • CAS No. 159749-28-7

  • Cat. No. CS-W018641
  • Purity≥97%
  • MDL No.MFCD01861756

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

1-(tert-Butoxycarbonyl)azetidine-2-carboxylic acid|CS-W018641

Structure of 159749-28-7

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General Information

  • CAS No. 159749-28-7
  • Cat. No. CS-W018641
  • Purity ≥97%
  • MDL No. MFCD01861756
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₅NO₄
  • Molecular Weight 201.22
  • Synonym(s) Azetidine-1,2-Carboxylic acid 1-tert-butyl ester
  • SMILES O=C(C1N(C(OC(C)(C)C)=O)CC1)O

Description

This azetidine derivative features a tert-butoxycarbonyl-protected amine and a carboxylic acid group, enabling direct incorporation into peptide chains. The strained four-membered ring imparts conformational rigidity, while the Boc group ensures stability during synthesis and purification.

Application

1-(tert-Butoxycarbonyl)azetidine-2-carboxylic acid serves as a stable, bench-ready building block for the synthesis of bioactive azetidines. The Boc group provides excellent protection of the amine while enabling orthogonal deprotection under mild acidic conditions. It functions effectively in standard peptide coupling protocols and facilitates the construction of nitrogen-containing heterocycles, including key scaffolds in medicinal chemistry and API development.

Synthesis

  • Route1

    References

    • ASTRAZENECA AB; ASTRAZENECA UK LIMITED Patent: WO2006/100461 A1, 2006 ; Location in patent: Page/Page column 79 ; WO 2006/100461 A1
  • Route2

    References

    • US5556981 A1, ; US 5556981 A
  • Route3

    References

    • WO2011/44506 A2, ; Page/Page column 211 ; WO 2011/044506 A1

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   66.84
  • LogP   1.0804
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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