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CS-W001157 4
Total: USD 88.00

D-Proline, 4-hydroxy-, methyl ester hydrochloride

  • CAS No. 114676-59-4

  • Cat. No. CS-M0680
  • Molecule weight181.62
  • Purity≥97%
  • MDL No.MFCD00082536

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

D-Proline, 4-hydroxy-, methyl ester hydrochloride|CS-M0680

Structure of 114676-59-4

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General Information

  • CAS No. 114676-59-4
  • Cat. No. CS-M0680
  • Purity ≥97%
  • MDL No. MFCD00082536
  • Storage 4°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₂ClNO₃
  • Molecular Weight 181.62
  • Synonym(s) None
  • SMILES COC([C@H]1C[C@@H](O)CN1)=O.[H]Cl

Description

This methyl ester derivative of D-proline features a 4-hydroxy substituent and hydrochloride salt form, offering enhanced solubility and stability under standard conditions. The constrained pyrrolidine ring supports conformational rigidity, while the ester functionality enables downstream derivatization in peptide synthesis and medicinal chemistry applications.

Application

D-Proline, 4-hydroxy-, methyl ester (hydrochloride) serves as a versatile chiral building block in peptide synthesis and medicinal chemistry. The hydrochloride salt enhances solubility and stability, while the methyl ester group enables straightforward derivatization. It functions effectively in coupling reactions and facilitates the construction of bioactive peptidomimetics and heterocyclic scaffolds.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      H-D-cis-Hyp-OH|CS-W008129
      2584-71-6
    • ~99%
    • In-stock
      D-Proline, 4-hydroxy-, methyl ester hydrochloride|CS-M0680
      114676-59-4

    References

    • VICURON PHARMACEUTICALS, INC. Patent: WO2004/7444 A2, 2004 ; Location in patent: Page 135 ;
  • Route2
    • null|null
      67-56-1
    • In-stock
      (2R,4R)-4-Hydroxypyrrolidine-2-carboxylic acid hydrochloride|CS-M0679
      77449-94-6
    • ~91%
    • In-stock
      D-Proline, 4-hydroxy-, methyl ester hydrochloride|CS-M0680
      114676-59-4

    References

    • Peng, Jianbiao; Clive, Derrick L. J. Journal of Organic Chemistry, 2009 , vol. 74, # 2 p. 513 - 519
  • Route3

    References

    • Shionogi Seiyaku Kabushiki Kaisha Patent: US5317016 A1, 1994 ;

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   58.56
  • LogP   -0.696
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   1

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