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CS-W001157 4
Total: USD 88.00

1-tert-Butyl 2-methyl 4-oxopiperidine-1,2-dicarboxylate

  • CAS No. 81357-18-8

  • Cat. No. CS-W000565
  • Purity≥96%
  • MDL No.MFCD09842531

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

1-tert-Butyl 2-methyl 4-oxopiperidine-1,2-dicarboxylate|CS-W000565

Structure of 81357-18-8

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General Information

  • CAS No. 81357-18-8
  • Cat. No. CS-W000565
  • Purity ≥96%
  • MDL No. MFCD09842531
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₉NO₅
  • Molecular Weight 257.28
  • Synonym(s) None
  • SMILES O=C(N1C(C(OC)=O)CC(CC1)=O)OC(C)(C)C

Description

1-tert-Butyl 2-methyl 4-oxopiperidine-1,2-dicarboxylate features a sterically hindered piperidine core with orthogonal carbonyl and ester functionalities, enabling selective transformations in complex molecular architectures. The tert-butyl and methyl groups enhance stability and solubility under standard conditions, while the 4-oxo group provides a reactive handle for reductive amination and cyclization reactions.

Application

1-tert-Butyl 2-methyl 4-oxopiperidine-1,2-dicarboxylate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted piperidine scaffolds. The molecule combines a stable tert-butyl ester, a methyl-substituted nitrogen, and a ketone functionality, offering orthogonal reactivity for selective transformations. Its bench-stable nature and compatibility with standard coupling and reduction protocols facilitate streamlined synthesis of complex heterocycles and bioactive molecules.

Synthesis

  • Route1

    References

    • AstraZeneca AB Patent: US6337343 B1, 2002 ; Location in patent: Page column 43-44 ; US 6337343 B1
  • Route2

    References

    • Tetrahedron Letters, , vol. 22, # 46 p. 4607 - 4610
  • Route3
    • null|null
      81357-15-5
    • ~%
    • In-stock
      1-tert-Butyl 2-methyl 4-oxopiperidine-1,2-dicarboxylate|CS-W000565
      81357-18-8

    References

    • Tetrahedron Letters, , vol. 22, # 46 p. 4607 - 4610

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   72.91
  • LogP   1.128
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   1

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