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CS-W001157 4
Total: USD 88.00

1-Boc-D-azetidine-2-carboxylic acid

  • CAS No. 228857-58-7

  • Cat. No. CS-W019537
  • Purity≥97%
  • MDL No.MFCD01320888

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

1-Boc-D-azetidine-2-carboxylic acid|CS-W019537

Structure of 228857-58-7

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General Information

  • CAS No. 228857-58-7
  • Cat. No. CS-W019537
  • Purity ≥97%
  • MDL No. MFCD01320888
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₅NO₄
  • Molecular Weight 201.22
  • Synonym(s) None
  • SMILES O=C(N1[C@@H](C(O)=O)CC1)OC(C)(C)C

Description

1-Boc-D-azetidine-2-carboxylic acid features a sterically constrained D-azetidine core with a bench-stable Boc protecting group, enabling direct incorporation into peptide chains and macrocyclic scaffolds. This configuration enhances conformational rigidity and metabolic stability in bioactive molecule design.

Application

1-Boc-D-azetidine-2-carboxylic acid serves as a stable, bench-ready building block for the synthesis of D-azetidine-containing peptides and pharmaceutical intermediates. Its Boc group provides excellent protection for the amine functionality, enabling orthogonal handling in multi-step syntheses. The strained azetidine ring facilitates nucleophilic substitution and coupling reactions under standard conditions, offering enhanced conformational constraint and metabolic stability in bioactive molecules.

Synthesis

  • Route1

    References

    • CYTOKINETICS, INCORPORATED Patent: WO2008/16643 A2, 2008 ; Location in patent: Page/Page column 257 ;
  • Route2

    References

    • WO2004/7444 A2, ; Page 79 ;

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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