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CS-W001157 4
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Methyl N-Cbz-piperidine-3-carboxylate

  • CAS No. 174543-74-9

  • Cat. No. CS-0052618
  • Molecule weight277.32
  • Purity≥95%
  • MDL No.None

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

Methyl N-Cbz-piperidine-3-carboxylate|CS-0052618

Structure of 174543-74-9

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General Information

  • CAS No. 174543-74-9
  • Cat. No. CS-0052618
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₁₉NO₄
  • Molecular Weight 277.32
  • Synonym(s) piperidine-1,3-dicarboxylic acid 1-benzyl ester 3-methyl ester
  • SMILES COC(=O)C1CCCN(C1)C(=O)OCC1=CC=CC=C1

Description

Methyl N-Cbz-piperidine-3-carboxylate delivers a protected piperidine scaffold with enhanced solubility and stability. The Cbz group enables selective deprotection under mild hydrogenolysis conditions, while the ester functionality supports further derivatization. This compound serves as a key intermediate in the synthesis of bioactive alkaloids and pharmaceutical candidates requiring precise stereochemical control.

Application

Methyl N-Cbz-piperidine-3-carboxylate serves as a versatile chiral building block in medicinal chemistry, enabling efficient access to piperidine-containing scaffolds. The Cbz-protected amine and ester functionalities offer orthogonal reactivity, facilitating selective deprotection and functionalization. Bench-stable and compatible with standard coupling and reduction protocols, it supports scalable synthesis of bioactive molecules and API intermediates.

Synthesis

  • Route1
    • null|null
      501-53-1
    • ~%
    • In-stock
      Methyl N-Cbz-piperidine-3-carboxylate|CS-0052618
      174543-74-9

    References

    • Tetrahedron Letters, , vol. 37, # 8 p. 1297 - 1300
  • Route2

    References

    • Tetrahedron Letters, , vol. 37, # 8 p. 1297 - 1300
  • Route3
    • null|null
      67-56-1
    • In-stock
      1-[(Benzyloxy)carbonyl]-3-piperidinecarboxylic acid|CS-W001645
      78190-11-1
    • ~%
    • In-stock
      Methyl N-Cbz-piperidine-3-carboxylate|CS-0052618
      174543-74-9

    References

    • Tetrahedron Letters, , vol. 37, # 8 p. 1297 - 1300

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   55.84
  • LogP   2.2082
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   3

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