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CS-W001157 4
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tert-Butyl 4-(4-hydroxybutyl)piperidine-1-carboxylate

  • CAS No. 142355-83-7

  • Cat. No. CS-D1088
  • Purity≥95%
  • MDL No.MFCD03265708

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

tert-Butyl 4-(4-hydroxybutyl)piperidine-1-carboxylate|CS-D1088

Structure of 142355-83-7

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General Information

  • CAS No. 142355-83-7
  • Cat. No. CS-D1088
  • Purity ≥95%
  • MDL No. MFCD03265708
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₇NO₃
  • Molecular Weight 257.37
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)N1CCC(CC1)CCCCO

Description

tert-Butyl 4-(4-hydroxybutyl)piperidine-1-carboxylate features a piperidine core functionalized with a hydroxyalkyl side chain, enabling downstream derivatization in medicinal chemistry. The tert-butyl ester group provides stability and ease of removal under mild acidic conditions, facilitating incorporation into complex molecular architectures. This compound serves as a key intermediate for bioactive molecule synthesis.

Application

tert-Butyl 4-(4-hydroxybutyl)piperidine-1-carboxylate serves as a versatile bifunctional building block for medicinal chemistry and process synthesis. The piperidine core provides a pharmacophoric scaffold, while the pendant hydroxyl group enables facile derivatization via esterification, etherification, or oxidation to aldehyde/ketone. The tert-butyl carbamate offers excellent stability and orthogonality in multi-step syntheses, facilitating selective deprotection under mild acidic conditions. Its compatibility with standard coupling and protection protocols makes it ideal for constructing complex heterocyclic systems and API intermediates.

Synthesis

  • Route1

    References

    • Egbertson, Melissa S.; Chang, Charles T.-C.; Duggan, Mark E.; Gould, Robert J.; Halczenko, Wasyl; et al. Journal of Medicinal Chemistry, 1994 , vol. 37, # 16 p. 2537 - 2551
  • Route2
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      199475-41-7
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      tert-Butyl 4-(4-hydroxybutyl)piperidine-1-carboxylate|CS-D1088
      142355-83-7

    References

    • US6451816 B1, ;
  • Route3
    • tert-Butyl 4-(but-3-en-1-yl)piperidine-1-carboxylate|CS-0664708
      403857-14-7
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    • In-stock
      tert-Butyl 4-(4-hydroxybutyl)piperidine-1-carboxylate|CS-D1088
      142355-83-7

    References

    • Song, Xiaoping; He, Henry T.; Siahaan, Teruna J. Organic Letters, 2002 , vol. 4, # 4 p. 549 - 552

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

Quality Control

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Computational Chemistry Data

  • TPSA   49.77
  • LogP   2.7961
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   4

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