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CS-W001157 4
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(2S,5R)-5-Hydroxypiperidine-2-carboxylic acid hydrochloride

  • CAS No. 824943-40-0

  • Cat. No. CS-0138320
  • Purity≥95%
  • MDL No.MFCD07776737

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

(2S,5R)-5-Hydroxypiperidine-2-carboxylic acid hydrochloride|CS-0138320

Structure of 824943-40-0

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General Information

  • CAS No. 824943-40-0
  • Cat. No. CS-0138320
  • Purity ≥95%
  • MDL No. MFCD07776737
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₂ClNO₃
  • Molecular Weight 181.62
  • Synonym(s) (2S,5R)-5-HYDROXYPIPECOLIC ACID HCL
  • SMILES O=C(O)[C@@H]1CC[C@@H](O)CN1.[H]Cl

Description

This chiral piperidine derivative features a hydroxyl group at the 5-position and a carboxylic acid at the 2-position, stabilized as the hydrochloride salt. The stereochemistry at C2 and C5 imparts distinct conformational rigidity, enhancing its utility in medicinal chemistry for probing bioactive ligand-receptor interactions. Bench-stable and readily soluble in aqueous systems, it serves as a key building block for peptide mimetics and CNS-targeted small molecules.

Application

(2S,5R)-5-Hydroxypiperidine-2-carboxylic acid hydrochloride serves as a stereochemically defined building block for the synthesis of bioactive heterocycles and peptidomimetics. Its well-defined stereocenters enable predictable conformational control in medicinal chemistry applications. The molecule exhibits favorable bench stability, moderate solubility in protic solvents, and tolerance to standard coupling conditions, facilitating efficient incorporation into complex scaffolds via amide bond formation or cyclization reactions.

Synthesis

  • Route1
    • null|null
      227758-97-6
    • ~%
    • In-stock
      (2S,5R)-5-Hydroxypiperidine-2-carboxylic acid hydrochloride|CS-0138320
      824943-40-0

    References

    • Organic Letters, , vol. 6, # 26 p. 4941 - 4944
  • Route2
    • null|null
      824943-45-5
    • ~%
    • In-stock
      (2S,5R)-5-Hydroxypiperidine-2-carboxylic acid hydrochloride|CS-0138320
      824943-40-0

    References

    • Organic Letters, , vol. 6, # 26 p. 4941 - 4944
  • Route3
    • null|null
      824943-43-3
    • ~%
    • In-stock
      (2S,5R)-5-Hydroxypiperidine-2-carboxylic acid hydrochloride|CS-0138320
      824943-40-0

    References

    • Organic Letters, , vol. 6, # 26 p. 4941 - 4944

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P341-P312-P330-P363-P501

Quality Control

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Computational Chemistry Data

  • TPSA   69.56
  • LogP   -0.3943
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   1

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