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CS-W001157 4
Total: USD 88.00

Ethyl-N-CBZ-piperidine-3-carboxylate

  • CAS No. 310454-53-6

  • Cat. No. CS-W003300
  • Molecule weight291.34
  • Purity≥97%
  • MDL No.None

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

Ethyl-N-CBZ-piperidine-3-carboxylate|CS-W003300

Structure of 310454-53-6

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General Information

  • CAS No. 310454-53-6
  • Cat. No. CS-W003300
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₂₁NO₄
  • Molecular Weight 291.34
  • Synonym(s) Cbz-Piperidine-3-carboxylic acid ethyl ester
  • SMILES CCOC(C1CCCN(C(OCC2=CC=CC=C2)=O)C1)=O

Description

Ethyl-N-CBZ-piperidine-3-carboxylate features a sterically hindered piperidine core bearing both a carbobenzoxy (CBZ) protecting group and an ethyl ester, enabling selective functionalization in complex synthesis. This bench-stable intermediate integrates seamlessly into peptide coupling and medicinal chemistry workflows, delivering precise control over nitrogen alkylation and chain elongation.

Application

Ethyl-N-CBZ-piperidine-3-carboxylate serves as a versatile building block in medicinal chemistry, enabling efficient construction of piperidine-based scaffolds. The CBZ-protected amine and ester functionalities offer orthogonal reactivity, facilitating selective deprotection and functionalization. Its bench-stable nature and compatibility with standard coupling and reduction protocols make it well-suited for multi-step synthesis of bioactive molecules.

Synthesis

  • Route1
    • null|null
      501-53-1
    • null|null
      71962-74-8
    • ~96%
    • In-stock
      Ethyl-N-CBZ-piperidine-3-carboxylate|CS-W003300
      310454-53-6

    References

    • Xu, Ruo; Czarniecki, Michael; Man, Jos De; Pan, Jianping; Qiang, Li; Root, Yuriko; Ying, Shihong; Su, Jing; Sun, Xijun; Zhang, Yuping; Yu, Tao; Zhang, Yang; Hu, Tao; Chen, Shu-Hui Tetrahedron Letters, 2011 , vol. 52, # 26 p. 3266 - 3270
  • Route2
    • In-stock
      1-[(Benzyloxy)carbonyl]-3-piperidinecarboxylic acid|CS-W001645
      78190-11-1
    • null|null
      75-03-6
    • ~%
    • In-stock
      Ethyl-N-CBZ-piperidine-3-carboxylate|CS-W003300
      310454-53-6

    References

    • EP1553074 A1, ; Page/Page column 41 ;
  • Route3
    • In-stock
      Methyl piperidine-3-carboxylate|CS-W005063
      50585-89-2
    • null|null
      501-53-1
    • ~%
    • In-stock
      Ethyl-N-CBZ-piperidine-3-carboxylate|CS-W003300
      310454-53-6

    References

    • US2006/149070 A1, ; Page/Page column 41 ;

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   2.5983
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   4

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