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CS-W001157 4
Total: USD 88.00

4-Benzyloxycarbonylamino-piperidine

  • CAS No. 182223-54-7

  • Cat. No. CS-W008988
  • Purity≥98%
  • MDL No.MFCD04038571

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

4-Benzyloxycarbonylamino-piperidine|CS-W008988

Structure of 182223-54-7

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General Information

  • CAS No. 182223-54-7
  • Cat. No. CS-W008988
  • Purity ≥98%
  • MDL No. MFCD04038571
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₈N₂O₂
  • Molecular Weight 234.29
  • Synonym(s) 4-(Benzyloxycarbonylamino)piperidine; Benzyl piperidin-4-ylcarbamate; Carbamic acid, 4-piperidinyl-, phenylmethyl ester (9CI)
  • SMILES O=C(OCC1=CC=CC=C1)NC2CCNCC2

Description

4-Benzyloxycarbonylamino-piperidine features a protected piperidine core with a benzyloxycarbonyl group at the nitrogen, enabling stable incorporation into peptide synthesis. The benzyl ester moiety facilitates selective deprotection under mild hydrogenolysis conditions, preserving sensitive functional groups elsewhere in the molecule. This derivative serves as a key intermediate for bioactive amine-containing compounds in medicinal chemistry and combinatorial libraries.

Application

4-Benzyloxycarbonylamino-piperidine serves as a versatile scaffold for the synthesis of bioactive heterocycles and peptide analogs. The benzyloxycarbonyl (Z) group provides orthogonal protection for amine functionalities, enabling selective transformations during multistep syntheses. Its stability under standard reaction conditions and ease of removal via catalytic hydrogenation facilitate efficient downstream processing. This compound functions effectively in solid-phase and solution-phase peptide coupling protocols, offering reliable access to piperidine-based pharmacophores.

Synthesis

  • Route1
    • 1-Boc-4-(Cbz-amino)piperidine|CS-0154470
      220394-97-8
    • ~99%
    • In-stock
      4-Benzyloxycarbonylamino-piperidine|CS-W008988
      182223-54-7

    References

    • Eisai RandD Management Co., Ltd.; YOSHIDA Ichiro; OKABE Tadashi; MATSUMOTO Yasunobu; WATANABE Nobuhisa; OHASHI Yoshiaki; ONIZAWA Yuji; HARADA Hitoshi Patent: EP2757103 A1, 2014 ; Location in patent: Page/Page column ;
  • Route2
    • 4-(Cbz-amino)-1-benzylpiperidine|CS-0058717
      182223-53-6
    • ~%
    • In-stock
      4-Benzyloxycarbonylamino-piperidine|CS-W008988
      182223-54-7

    References

    • US2003/232847 A1, ; Page 14 ; US 20030232847 A1
  • Route3
    • null|null
      87120-72-7
    • ~%
    • In-stock
      4-Benzyloxycarbonylamino-piperidine|CS-W008988
      182223-54-7

    References

    • Journal of Medicinal Chemistry, , vol. 55, # 3 p. 1021 - 1046

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   50.36
  • LogP   1.6648
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   3

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