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(S)-tert-Butyl (6-oxopiperidin-3-yl)carbamate

  • CAS No. 172913-96-1

  • Cat. No. CS-0188182
  • Purity≥95%
  • MDL No.None

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

(S)-tert-Butyl (6-oxopiperidin-3-yl)carbamate|CS-0188182

Structure of 172913-96-1

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General Information

  • CAS No. 172913-96-1
  • Cat. No. CS-0188182
  • Purity ≥95%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₈N₂O₃
  • Molecular Weight 214.26
  • Synonym(s) L-5-methylhydantoin
  • SMILES N(C(OC(C)(C)C)=O)[C@H]1CCC(=O)NC1

Description

(S)-tert-Butyl (6-oxopiperidin-3-yl)carbamate features a chiral piperidinone core with a bench-stable carbamate protecting group, enabling direct incorporation into complex scaffolds. This configuration supports stereoselective synthesis of bioactive alkaloids and peptide mimetics, where the oxo functionality serves as a key handle for downstream transformations.

Application

(S)-tert-Butyl (6-oxopiperidin-3-yl)carbamate serves as a key chiral building block in the synthesis of piperidine-based scaffolds, enabling efficient access to biologically relevant heterocycles. The protected amine and ketone functionalities provide orthogonal reactivity for sequential transformations. Its bench-stable nature and compatibility with standard coupling, reduction, and cyclization protocols facilitate streamlined synthesis of complex targets in medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • null|null
      330680-83-6
    • ~%
    • In-stock
      (S)-tert-Butyl (6-oxopiperidin-3-yl)carbamate|CS-0188182
      172913-96-1

    References

    • GLENMARK PHARMACEUTICALS LIMITED Patent: WO2004/22536 A1, 2004 ; Location in patent: Page 52-53 ; WO 2004/022536 A1
  • Route2

    References

    • Langlois, Nicole Tetrahedron Letters, 2002 , vol. 43, # 52 p. 9531 - 9533
  • Route3
    • (S)-(5-Oxopyrrolidin-2-yl)methyl methanesulfonate|CS-0533575
      93288-20-1
    • ~%
    • In-stock
      (S)-tert-Butyl (6-oxopiperidin-3-yl)carbamate|CS-0188182
      172913-96-1

    References

    • Langlois, Nicole Tetrahedron Letters, 2002 , vol. 43, # 52 p. 9531 - 9533

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   67.43
  • LogP   0.7897
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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