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

  • CAS No. 123387-50-8

  • Cat. No. CS-0069646
  • Purity≥97%
  • MDL No.MFCD04114947

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

tert-Butyl 4-methylpiperidine-1-carboxylate|CS-0069646

Structure of 123387-50-8

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General Information

  • CAS No. 123387-50-8
  • Cat. No. CS-0069646
  • Purity ≥97%
  • MDL No. MFCD04114947
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₂₁NO₂
  • Molecular Weight 199.29
  • Synonym(s) 1-Boc-4-Methylpiperidine
  • SMILES O=C(N1CCC(C)CC1)OC(C)(C)C

Description

tert-Butyl 4-methylpiperidine-1-carboxylate serves as a protected piperidine scaffold with enhanced stability and solubility. The tert-butyl carbamate group enables convenient deprotection under mild acidic conditions, while the 4-methyl substitution provides steric shielding and modulates basicity. This derivative integrates readily into medicinal chemistry libraries for targeted optimization of pharmacokinetic properties.

Application

tert-Butyl 4-methylpiperidine-1-carboxylate serves as a versatile building block in medicinal chemistry, enabling efficient access to piperidine-based scaffolds. The tert-butyl carbamate group provides excellent bench stability and facile deprotection under mild acidic conditions, while the 4-methyl substitution enhances conformational rigidity and modulates basicity. It functions reliably in reductive amination, alkylation, and transition-metal-catalyzed coupling reactions, supporting diverse functionalization strategies for drug discovery applications.

Synthesis

  • Route1
    • null|null
      626-58-4
    • In-stock
      Di-tert-butyl dicarbonate|CS-0017817
      24424-99-5
    • ~99%
    • In-stock
      tert-Butyl 4-methylpiperidine-1-carboxylate|CS-0069646
      123387-50-8

    References

    • Cossy, Janine; Belotti, Damien Bioorganic and Medicinal Chemistry Letters, 2001 , vol. 11, # 15 p. 1989 - 1992
  • Route2
    • In-stock
      Di-tert-butyl dicarbonate|CS-0017817
      24424-99-5
    • null|null
      544478-11-7
    • ~86%
    • In-stock
      tert-Butyl 4-methylpiperidine-1-carboxylate|CS-0069646
      123387-50-8

    References

    • Chandrasekhar; Babu, B. Nagendra; Reddy, Ch. Raji Tetrahedron Letters, 2003 , vol. 44, # 10 p. 2057 - 2059
  • Route3

    References

    • EP2565192 A1, ; Paragraph 0533 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06,GHS09
Signal Word : Danger
UN#: 2810
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H227-H301-H315-H319-H335-H410
Precautionary Statements : P210-P261-P264-P270-P271-P273-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P370+P378-P391-P403-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   29.54
  • LogP   2.6534
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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