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CS-W001157 4
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N-Methyl-D-proline

  • CAS No. 58123-62-9

  • Cat. No. CS-W001861
  • Purity≥97%
  • MDL No.MFCD15147029

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

N-Methyl-D-proline|CS-W001861

Structure of 58123-62-9

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General Information

  • CAS No. 58123-62-9
  • Cat. No. CS-W001861
  • Purity ≥97%
  • MDL No. MFCD15147029
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₁NO₂
  • Molecular Weight 129.16
  • Synonym(s) 1-methyl-D-Proline
  • SMILES CN1CCC[C@@H]1C(=O)O

Description

N-Methyl-D-proline features a sterically hindered pyrrolidine ring with a methylated nitrogen, enhancing conformational rigidity and metabolic stability. This configuration imparts favorable solubility characteristics and improves resistance to enzymatic degradation, making it a robust building block for peptidomimetics and constrained peptide architectures in medicinal chemistry applications.

Application

N-Methyl-D-proline serves as a robust chiral building block in peptide synthesis and medicinal chemistry, offering enhanced conformational rigidity due to its cyclic proline structure. The N-methyl group improves metabolic stability and membrane permeability while maintaining compatibility with standard coupling protocols. Its D-configuration enables access to non-natural peptide architectures with tailored bioactivity, and the compound exhibits excellent bench stability and ease of purification, facilitating efficient incorporation into complex molecular scaffolds.

Safety Information

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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   40.54
  • LogP   0.1652
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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