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tert-Butyl 3-methoxy-4-oxopiperidine-1-carboxylate

  • CAS No. 1188265-31-7

  • Cat. No. CS-0054431
  • Molecule weight229.27
  • Purity≥95%
  • MDL No.None

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

tert-Butyl 3-methoxy-4-oxopiperidine-1-carboxylate|CS-0054431

Structure of 1188265-31-7

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General Information

  • CAS No. 1188265-31-7
  • Cat. No. CS-0054431
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₉NO₄
  • Molecular Weight 229.27
  • Synonym(s) 3-Methoxy-4-oxo-1-piperidinecarboxylic acid 1,1-dimethylethyl ester
  • SMILES COC1CN(CCC1=O)C(=O)OC(C)(C)C

Description

tert-Butyl 3-methoxy-4-oxopiperidine-1-carboxylate features a masked piperidinone scaffold with orthogonal protection, enabling selective functionalization at the nitrogen and carbonyl sites. The methoxy group enhances solubility and modulates reactivity, while the tert-butyl ester provides stability under basic conditions and facilitates clean deprotection. This intermediate supports efficient access to complex nitrogen-containing architectures in medicinal chemistry and natural product synthesis.

Application

tert-Butyl 3-methoxy-4-oxopiperidine-1-carboxylate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to piperidine-based scaffolds. The protected amine and ketone functionalities offer orthogonal reactivity for selective transformations, while the tert-butoxycarbonyl (Boc) group provides bench stability and ease of removal under mild acidic conditions. Its methoxy substituent enhances solubility and modulates electronic effects, facilitating downstream functionalization in medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • null|null
      942945-28-0
    • In-stock
      Di-tert-butyl dicarbonate|CS-0017817
      24424-99-5
    • ~%
    • In-stock
      tert-Butyl 3-methoxy-4-oxopiperidine-1-carboxylate|CS-0054431
      1188265-31-7

    References

    • CONVERGENCE PHARMACEUTICALS LIMITED; WITTY, David R.; NORTON, David; TIERNEY, Jason Paul; LORTHIOIR, Ghislaine; SIME, Mairi; PHILPOTT, Karen Louise Patent: WO2012/80735 A1, 2012 ; Location in patent: Page/Page column 9; 32; 33 ; WO 2012/080735 A1
  • Route2
    • null|null
      79099-07-3
    • ~%
    • In-stock
      tert-Butyl 3-methoxy-4-oxopiperidine-1-carboxylate|CS-0054431
      1188265-31-7

    References

    • CONVERGENCE PHARMACEUTICALS LIMITED; WITTY, David R.; NORTON, David; TIERNEY, Jason Paul; LORTHIOIR, Ghislaine; SIME, Mairi; PHILPOTT, Karen Louise Patent: WO2012/80735 A1, 2012 ; WO 2012/080735 A1
  • Route3

    References

    • CONVERGENCE PHARMACEUTICALS LIMITED; WITTY, David R.; NORTON, David; TIERNEY, Jason Paul; LORTHIOIR, Ghislaine; SIME, Mairi; PHILPOTT, Karen Louise Patent: WO2012/80735 A1, 2012 ; WO 2012/080735 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

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Computational Chemistry Data

  • TPSA   55.84
  • LogP   1.2113
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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