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1-Boc-3-methylazetidine-3-carboxylic acid

  • CAS No. 887591-62-0

  • Cat. No. CS-0028255
  • Purity≥97%
  • MDL No.MFCD12406581

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

1-Boc-3-methylazetidine-3-carboxylic acid|CS-0028255

Structure of 887591-62-0

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General Information

  • CAS No. 887591-62-0
  • Cat. No. CS-0028255
  • Purity ≥97%
  • MDL No. MFCD12406581
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₇NO₄
  • Molecular Weight 215.25
  • Synonym(s) 1-(tert-Butoxycarbonyl)-3-methylazetidine-3-carboxylic acid
  • SMILES CC(C)(C)OC(N1CC(C(O)=O)(C)C1)=O

Description

1-Boc-3-methylazetidine-3-carboxylic acid features a sterically constrained azetidine core with a methyl group at the 3-position, enhancing metabolic stability. The Boc-protected carboxylic acid moiety enables facile deprotection under mild acidic conditions, allowing direct integration into peptide sequences or conjugation workflows. This bench-stable reagent supports efficient access to bioactive heterocycles in medicinal chemistry and fragment-based drug discovery.

Application

1-Boc-3-methylazetidine-3-carboxylic acid serves as a stable, bench-ready building block for the synthesis of azetidine-containing pharmaceuticals and bioactive molecules. The Boc group provides excellent protection of the carboxylic acid while maintaining compatibility with standard peptide coupling conditions. The tertiary α-carbon enables direct functionalization and facilitates incorporation into diverse heterocyclic scaffolds, including those found in kinase inhibitors and CNS-targeted therapeutics.

Synthesis

  • Route1
    • In-stock
      1-Boc-azetidine-3-carboxylic acid|CS-D0672
      142253-55-2
    • null|null
      18107-18-1
    • ~99%
    • In-stock
      1-Boc-3-methylazetidine-3-carboxylic acid|CS-0028255
      887591-62-0

    References

    • ASTRAZENECA AB Patent: WO2006/73361 A1, 2006 ; Location in patent: Page/Page column 171 ; WO 2006/073361 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 : H315-H319-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   66.84
  • LogP   1.328
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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