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tert-Butyl 2-hydroxypiperidine-1-carboxylate

  • CAS No. 86953-81-3

  • Cat. No. CS-0048414
  • Purity≥95%
  • MDL No.None

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

tert-Butyl 2-hydroxypiperidine-1-carboxylate|CS-0048414

Structure of 86953-81-3

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General Information

  • CAS No. 86953-81-3
  • Cat. No. CS-0048414
  • Purity ≥95%
  • MDL No. None
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₉NO₃
  • Molecular Weight 201.26
  • Synonym(s) N-BOC-2-HYDROXYPIPERIDINE
  • SMILES CC(C)(C)OC(=O)N1CCCCC1O

Description

tert-Butyl 2-hydroxypiperidine-1-carboxylate features a bench-stable, moisture-tolerant protecting group that simplifies handling in synthetic workflows. The hydroxypiperidine scaffold provides a rigid, electron-rich platform for constructing complex heterocycles. This derivative integrates readily into medicinal chemistry campaigns requiring controlled functionalization at the piperidine nitrogen and adjacent carbon.

Application

tert-Butyl 2-hydroxypiperidine-1-carboxylate serves as a versatile scaffold for piperidine-based synthesis, enabling efficient access to functionalized heterocycles. The hydroxyl group facilitates selective derivatization, while the tert-butyl carbamate provides orthogonal protection and bench stability. It reacts reliably in standard coupling, reduction, and cyclization protocols, making it a practical building block for medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • Wilkinson; Stehle; Beak Organic letters, 2000 , vol. 2, # 2 p. 155 - 158
  • Route2

    References

    • Piperno, Anna; Carnovale, Caterina; Giofr, Salvatore V.; Iannazzo, Daniela Tetrahedron Letters, 2011 , vol. 52, # 51 p. 6880 - 6882
  • Route3

    References

    • Gawley, Robert E.; Barolli, Graciela; Madan, Sachin; Saverin, Michele; O'Connor, Sean Tetrahedron Letters, 2004 , vol. 45, # 8 p. 1759 - 1761

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

Quality Control

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Computational Chemistry Data

  • TPSA   49.77
  • LogP   1.7258
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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