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CS-W001157 4
Total: USD 88.00

(4S)​-4-Hydroxy-D-proline methyl ester (hydrochloride)

  • CAS No. 481704-21-6

  • Cat. No. CS-W006629
  • Purity≥98%
  • MDL No.MFCD00135747

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

(4S)​-4-Hydroxy-D-proline methyl ester (hydrochloride)|CS-W006629

Structure of 481704-21-6

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General Information

  • CAS No. 481704-21-6
  • Cat. No. CS-W006629
  • Purity ≥98%
  • MDL No. MFCD00135747
  • 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 O=C(OC)[C@@H]1NC[C@H](C1)O.Cl

Description

(4S)-4-Hydroxy-D-proline methyl ester (hydrochloride) features a stereochemically defined hydroxyl group at the C4 position, enhancing conformational rigidity for peptide backbone modeling. The methyl ester facilitates efficient coupling in solid-phase synthesis, while the hydrochloride salt ensures improved solubility and handling under standard conditions.

Application

(4S)-4-Hydroxy-D-proline methyl ester (hydrochloride) serves as a stereochemically defined building block for the synthesis of hydroxyproline-containing peptides and peptidomimetics. The hydroxyl group at C4 enables facile derivatization and is crucial for stabilizing collagen-like triple helices in bioactive sequences. Its methyl ester functionality offers enhanced solubility and facilitates standard amide coupling protocols, while the hydrochloride salt improves shelf stability and handling. Functions reliably in solid-phase and solution-phase peptide synthesis workflows.

Synthesis

  • Route1

    References

    • WO2003/104249 A1, ; Page 14 ;
  • Route2
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    • In-stock
      (4S)​-4-Hydroxy-D-proline methyl ester (hydrochloride)|CS-W006629
      481704-21-6

    References

    • WO2004/7444 A2, ; Page 141 ;
  • Route3
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    • In-stock
      tans-4-Hydroxy-D-proline hydrochloride|CS-W003511
      142347-81-7
    • ~%
    • In-stock
      (4S)​-4-Hydroxy-D-proline methyl ester (hydrochloride)|CS-W006629
      481704-21-6

    References

    • WO2013/49164 A1, ; Paragraph 838-839 ;

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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