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CS-W001157 4
Total: USD 88.00

1-Boc-3-Methanesulfonyloxyazetidine

  • CAS No. 141699-58-3

  • Cat. No. CS-W006379
  • Purity≥97%
  • MDL No.MFCD05664832

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

1-Boc-3-Methanesulfonyloxyazetidine|CS-W006379

Structure of 141699-58-3

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General Information

  • CAS No. 141699-58-3
  • Cat. No. CS-W006379
  • Purity ≥97%
  • MDL No. MFCD05664832
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₇NO₅S
  • Molecular Weight 251.30
  • Synonym(s) tert-butyl 3-[(methylsulfonyl)oxy]azetidine-1-carboxylate
  • SMILES CC(C)(C)OC(=O)N1CC(C1)OS(C)(=O)=O

Description

1-Boc-3-Methanesulfonyloxyazetidine features a strained azetidine core functionalized with a Boc-protected amine and a methanesulfonyloxy leaving group. This combination enables direct nucleophilic substitution under mild conditions, facilitating efficient C–N bond formation in synthetic sequences. The bench-stable, moisture-tolerant nature supports reliable handling in process development workflows.

Application

1-Boc-3-methanesulfonyloxyazetidine serves as a versatile azetidine-based building block for medicinal chemistry, enabling efficient access to bioactive heterocycles. The methanesulfonyloxy group facilitates reliable nucleophilic substitution reactions under mild conditions, while the Boc protection ensures stability and compatibility with diverse reaction environments. Its bench-stable nature and predictable reactivity support straightforward functionalization and purification in multi-step syntheses.

Synthesis

  • Route1
    • null|null
      124-63-0
    • In-stock
      1-N-Boc-3-hydroxyazetidine|CS-W009254
      141699-55-0
    • ~99%
    • In-stock
      1-Boc-3-Methanesulfonyloxyazetidine|CS-W006379
      141699-58-3

    References

    • Sankyo Company, Limited Patent: EP1340757 A1, 2003 ;
  • Route2
    • Azetidin-3-yl methanesulfonate|CS-0184092
      67160-19-4
    • In-stock
      Di-tert-butyl dicarbonate|CS-0017817
      24424-99-5
    • ~93%
    • In-stock
      1-Boc-3-Methanesulfonyloxyazetidine|CS-W006379
      141699-58-3

    References

    • Billotte Synlett, 1998 , # 4 p. 379 - 380
  • Route3

    References

    • WO2011/160020 A2, ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   72.91
  • LogP   0.5819
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   2

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