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CS-W001157 4
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tert-Butyl 4-phenylpiperidine-1-carboxylate

  • CAS No. 123387-49-5

  • Cat. No. CS-0171753
  • Purity≥98%
  • MDL No.None

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

tert-Butyl 4-phenylpiperidine-1-carboxylate|CS-0171753

Structure of 123387-49-5

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General Information

  • CAS No. 123387-49-5
  • Cat. No. CS-0171753
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₂₃NO₂
  • Molecular Weight 261.36
  • Synonym(s) 4-phenyl-1-Piperidinecarboxylic acid 1,1-dimethylethyl ester
  • SMILES CC(C)(C)OC(=O)N1CCC(CC1)C2=CC=CC=C2

Description

tert-Butyl 4-phenylpiperidine-1-carboxylate features a bench-stable, moisture-tolerant carbamate protecting group that simplifies purification and handling. The phenylpiperidine core provides a rigid, electron-rich scaffold ideal for drug discovery applications, enabling direct incorporation into bioactive molecules via standard deprotection protocols.

Application

tert-Butyl 4-phenylpiperidine-1-carboxylate serves as a stable, bench-ready building block for the synthesis of biologically relevant piperidine scaffolds. Its tert-butyl carbamate group enables straightforward deprotection under mild acidic conditions, while the phenyl-substituted piperidine core facilitates diverse functionalization and incorporation into pharmaceutically active molecules. The compound exhibits excellent compatibility with standard coupling and reduction protocols, offering predictable reactivity in medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • tert-Butyl 4-phenyl-3,6-dihydro-2H-pyridine-1-carboxylate|CS-0037476
      186347-72-8
    • ~84%
    • In-stock
      tert-Butyl 4-phenylpiperidine-1-carboxylate|CS-0171753
      123387-49-5

    References

    • Lee, Ju-Hyeon; Seo, Seon Hee; Lim, Eun Jeong; Cho, Nam-Chul; Nam, Ghilsoo; Kang, Soon Bang; Pae, Ae Nim; Jeong, Nakcheol; Keum, Gyochang European Journal of Medicinal Chemistry, 2014 , vol. 74, p. 246 - 257
  • Route2
    • Phenyltrifluorosilane|CS-0207367
      368-47-8
    • In-stock
      N-Boc-4-bromopiperidine|CS-W001478
      180695-79-8
    • ~84%
    • In-stock
      tert-Butyl 4-phenylpiperidine-1-carboxylate|CS-0171753
      123387-49-5

    References

    • Strotman, Neil A.; Sommer, Stefan; Fu, Gregory C. Angewandte Chemie - International Edition, 2007 , vol. 46, # 19 p. 3556 - 3558
  • Route3
    • null|null
      100-59-4
    • In-stock
      tert-Butyl 4-iodopiperidine-1-carboxylate|CS-W003177
      301673-14-3
    • ~64%
    • In-stock
      tert-Butyl 4-phenylpiperidine-1-carboxylate|CS-0171753
      123387-49-5

    References

    • Vechorkin, Oleg; Proust, Valerie; Hu, Xile Journal of the American Chemical Society, 2009 , vol. 131, # 28 p. 9756 - 9766

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

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Computational Chemistry Data

  • TPSA   29.54
  • LogP   3.8011
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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