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tert-Butyl 3-fluoro-4-hydroxypiperidine-1-carboxylate

  • CAS No. 373604-28-5

  • Cat. No. CS-W001550
  • Molecule weight219.25
  • Purity≥95%
  • MDL No.MFCD11977352

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

tert-Butyl 3-fluoro-4-hydroxypiperidine-1-carboxylate|CS-W001550

Structure of 373604-28-5

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General Information

  • CAS No. 373604-28-5
  • Cat. No. CS-W001550
  • Purity ≥95%
  • MDL No. MFCD11977352
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₈FNO₃
  • Molecular Weight 219.25
  • Synonym(s) 3-Fluoro-4-hydroxy-1-piperidinecarboxylic Acid tert-Butyl Ester (Mixture of Diastereomers)
  • SMILES OC1CCN(CC1F)C(=O)OC(C)(C)C

Description

tert-Butyl 3-fluoro-4-hydroxypiperidine-1-carboxylate features a fluorinated piperidine core with a pendant hydroxyl group, enabling direct functionalization in medicinal chemistry. The tert-butyl carbamate protects the amine under standard conditions, while the 3-fluoro substituent enhances metabolic stability and modulates electronic properties. This scaffold integrates readily into bioactive molecules requiring polar, hydrogen-bonding motifs.

Application

tert-Butyl 3-fluoro-4-hydroxypiperidine-1-carboxylate serves as a versatile scaffold for the synthesis of fluorinated piperidine derivatives. The pendant hydroxyl group enables straightforward functionalization via esterification, etherification, or oxidation to ketone, while the tert-butoxycarbonyl (Boc) group provides robust protection for the amine during multi-step sequences. Its bench-stable nature and compatibility with standard coupling and reduction conditions make it a practical building block in medicinal chemistry campaigns targeting bioactive heterocycles.

Synthesis

  • Route1

    References

    • WO2008/124323 A1, ; Page/Page column 58 ; WO 2008/124323 A1
  • Route2
    • tert-Butyl 4-((trimethylsilyl)oxy)-5,6-dihydropyridine-1(2H)-carboxylate|CS-W001500
      211108-48-4
    • ~%
    • In-stock
      tert-Butyl 3-fluoro-4-hydroxypiperidine-1-carboxylate|CS-W001550
      373604-28-5

    References

    • WO2012/68440 A1, ; WO 2012/068440 A1
  • Route3
    • null|null
      79099-07-3
    • ~%
    • In-stock
      tert-Butyl 3-fluoro-4-hydroxypiperidine-1-carboxylate|CS-W001550
      373604-28-5

    References

    • WO2012/68440 A1, ; WO 2012/068440 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   49.77
  • LogP   1.3262
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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