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tert-Butyl 4-amino-3,3-dimethylpiperidine-1-carboxylate

  • CAS No. 473838-65-2

  • Cat. No. CS-0048230
  • Purity≥95%
  • MDL No.None

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

tert-Butyl 4-amino-3,3-dimethylpiperidine-1-carboxylate|CS-0048230

Structure of 473838-65-2

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General Information

  • CAS No. 473838-65-2
  • Cat. No. CS-0048230
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₂₄N₂O₂
  • Molecular Weight 228.33
  • Synonym(s) 4-Amino-3,3-dimethyl-piperidine-1-carboxylic acid tert-butyl ester
  • SMILES CC(C)(C)OC(=O)N1CCC(N)C(C)(C)C1

Description

tert-Butyl 4-amino-3,3-dimethylpiperidine-1-carboxylate is a bench-stable, sterically hindered piperidine derivative featuring a protected primary amine. This compound integrates readily into complex molecular architectures due to its compatibility with diverse coupling and reduction protocols. The tert-butyl carbamate group enables selective deprotection under mild acidic conditions, facilitating downstream functionalization in medicinal chemistry and peptide synthesis workflows.

Application

tert-Butyl 4-amino-3,3-dimethylpiperidine-1-carboxylate serves as a versatile building block in medicinal chemistry, enabling efficient access to nitrogen-containing scaffolds. The protected amine and sterically hindered piperidine core facilitate selective functionalization, while the tert-butyl carbamate group offers stability and ease of removal under mild acidic conditions. Its compatibility with standard coupling reactions and robustness in multistep syntheses make it ideal for constructing complex heterocyclic intermediates.

Synthesis

  • Route1
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    • ~%
    • In-stock
      tert-Butyl 4-amino-3,3-dimethylpiperidine-1-carboxylate|CS-0048230
      473838-65-2

    References

    • AMGEN INC. Patent: WO2007/67629 A1, 2007 ; Location in patent: Page/Page column 64 ; WO 2007/067629 A1
  • Route2

    References

    • BRISTOL-MYERS SQUIBB COMPANY; WROBLESKI, Stephen T.; DAS, Jagabandhu; DUAN, Jingwu; GUO, Junqing; HYNES, John; JIANG, Bin; KEMPSON, James; LIN, Shuqun; LU, Zhonghui; PITTS, William J.; SPERGEL, Steven H.; WU, Hong; YANG, Bingwei Vera Patent: WO2012/125893 A1, 2012 ; Location in patent: Page/Page column 138 ; WO 2012/125893 A1

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   55.56
  • LogP   1.9807
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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