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CS-W001157 4
Total: USD 88.00

tert-Butyl 4-(2-ethoxy-2-oxoethylidene)piperidine-1-carboxylate

  • CAS No. 135716-08-4

  • Cat. No. CS-M1536
  • Purity≥97%
  • MDL No.MFCD12912655

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

tert-Butyl 4-(2-ethoxy-2-oxoethylidene)piperidine-1-carboxylate|CS-M1536

Structure of 135716-08-4

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General Information

  • CAS No. 135716-08-4
  • Cat. No. CS-M1536
  • Purity ≥97%
  • MDL No. MFCD12912655
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₃NO₄
  • Molecular Weight 269.34
  • Synonym(s) Ethyl [1-(tert-Butoxycarbonyl)piperidin-4-ylidene]acetate
  • SMILES O=C(OCC)/C=C1CCN(C(OC(C)(C)C)=O)CC\1

Description

tert-Butyl 4-(2-ethoxy-2-oxoethylidene)piperidine-1-carboxylate features a sterically shielded piperidine core with a conjugated ethoxy-enone moiety, enabling selective Michael additions and efficient downstream functionalization under mild conditions. This bench-stable reagent integrates readily into complex molecular architectures.

Application

tert-Butyl 4-(2-ethoxy-2-oxoethylidene)piperidine-1-carboxylate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to piperidine-based scaffolds through selective reduction or nucleophilic addition. The enone functionality facilitates conjugate additions and Michael-type reactions, while the tert-butoxycarbonyl (Boc) group provides orthogonal protection for nitrogen-centered transformations. Its bench-stable nature and compatibility with standard purification methods support reliable use in medicinal chemistry campaigns and process-scale synthesis.

Synthesis

  • Route1
    • In-stock
      Ethyl 2-(diethoxyphosphoryl)acetate  Ticagrelor Impuruity|CS-0167245
      867-13-0
    • null|null
      79099-07-3
    • ~99%
    • In-stock
      tert-Butyl 4-(2-ethoxy-2-oxoethylidene)piperidine-1-carboxylate|CS-M1536
      135716-08-4

    References

    • Takeda Pharmaceutical Company Limited Patent: EP1498125 A1, 2005 ; Location in patent: Page/Page column 84-85 ; EP 1498125 A1
  • Route2
    • null|null
      79099-07-3
    • ~%
    • In-stock
      tert-Butyl 4-(2-ethoxy-2-oxoethylidene)piperidine-1-carboxylate|CS-M1536
      135716-08-4

    References

    • EP1489078 A1, ; Page 189 ; EP 1489078 A1
  • Route3
    • In-stock
      Ethyl 2-(dimethoxyphosphoryl)acetate|CS-W022647
      311-46-6
    • null|null
      79099-07-3
    • ~%
    • In-stock
      tert-Butyl 4-(2-ethoxy-2-oxoethylidene)piperidine-1-carboxylate|CS-M1536
      135716-08-4

    References

    • US2003/229074 A1, ; Page 20 ; US 20030229074 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

Quality Control

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Computational Chemistry Data

  • TPSA   55.84
  • LogP   2.5068
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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