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N-Methoxy-N,1-dimethylpiperidine-4-carboxamide

  • CAS No. 215950-19-9

  • Cat. No. CS-0151105
  • Purity≥97%
  • MDL No.MFCD22575146

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

N-Methoxy-N,1-dimethylpiperidine-4-carboxamide|CS-0151105

Structure of 215950-19-9

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General Information

  • CAS No. 215950-19-9
  • Cat. No. CS-0151105
  • Purity ≥97%
  • MDL No. MFCD22575146
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₈N₂O₂
  • Molecular Weight 186.25
  • Synonym(s) 1-methyl-N-methyl-N-methoxy-piperidine-4-carboxamide
  • SMILES CN1CCC(CC1)C(=O)N(C)OC

Description

N-Methoxy-N,1-dimethylpiperidine-4-carboxamide features a sterically hindered piperidine core with a methoxyamide functionality, enabling efficient coupling reactions under mild conditions. This bench-stable reagent integrates readily into peptide and small-molecule synthesis workflows, offering enhanced solubility and reduced side-product formation compared to traditional amide coupling agents.

Application

N-Methoxy-N,1-dimethylpiperidine-4-carboxamide serves as a versatile acyl transfer reagent in peptide synthesis and amide bond formation. Its piperidine-based structure provides excellent solubility and bench stability, while the methoxy carbamate group facilitates efficient coupling with carboxylic acids under mild conditions. Functions reliably in both solution-phase and solid-phase workflows, offering high reactivity with minimal epimerization risk.

Synthesis

  • Route1

    References

    • Eli Lilly and Company Patent: US6777428 B1, 2004 ; Location in patent: Page column 24-25 ; US 6777428 B1

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   32.78
  • LogP   0.348
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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