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CS-W001157 4
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tert-Butyl 4-(aminomethyl)-4-hydroxypiperidine-1-carboxylate

  • CAS No. 392331-66-7

  • Cat. No. CS-0048254
  • Molecule weight230.30
  • Purity≥97%
  • MDL No.None

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

tert-Butyl 4-(aminomethyl)-4-hydroxypiperidine-1-carboxylate|CS-0048254

Structure of 392331-66-7

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General Information

  • CAS No. 392331-66-7
  • Cat. No. CS-0048254
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₂₂N₂O₃
  • Molecular Weight 230.30
  • Synonym(s) 1-Boc-4-(aminomethyl)-4-hydroxypiperidine
  • SMILES CC(C)(C)OC(=O)N1CCC(O)(CN)CC1

Description

tert-Butyl 4-(aminomethyl)-4-hydroxypiperidine-1-carboxylate features a bifunctional piperidine scaffold bearing both a hydroxyl and a primary amine at the 4-position, enabling dual site-specific conjugation. The tert-butyl ester provides robust protection under standard conditions while remaining compatible with mild acidolysis. This handle-laden intermediate supports rapid access to complex nitrogen-containing architectures in medicinal chemistry and chemical biology workflows.

Application

tert-Butyl 4-(aminomethyl)-4-hydroxypiperidine-1-carboxylate serves as a versatile building block in medicinal chemistry, enabling the synthesis of piperidine-based scaffolds through straightforward deprotection and functionalization. The pendant hydroxyl group allows for selective derivatization, while the protected amine facilitates subsequent coupling reactions. Its bench-stable nature and compatibility with standard purification protocols make it well-suited for iterative synthetic workflows.

Synthesis

  • Route1
    • Tert-butyl 4-hydroxy-4-(nitromethyl)piperidine-1-carboxylate|CS-0243626
      819800-93-6
    • ~%
    • In-stock
      tert-Butyl 4-(aminomethyl)-4-hydroxypiperidine-1-carboxylate|CS-0048254
      392331-66-7

    References

    • WO2005/837 A1, ; Page 29 ; WO 2005/000837 A1
  • Route2

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 20, # 24 p. 7458 - 7461
  • Route3

    References

    • US2006/194842 A1, ; Page/Page column 39 ; US 20060194842 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

Quality Control

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Computational Chemistry Data

  • TPSA   75.79
  • LogP   0.7071
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   1

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