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CS-W001157 4
Total: USD 88.00

H-Cyclopropyl-Gly-OH

  • CAS No. 49606-99-7

  • Cat. No. CS-W005759
  • Purity≥98%
  • MDL No.MFCD06659116

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

H-Cyclopropyl-Gly-OH|CS-W005759

Structure of 49606-99-7

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General Information

  • CAS No. 49606-99-7
  • Cat. No. CS-W005759
  • Purity ≥98%
  • MDL No. MFCD06659116
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₉NO₂
  • Molecular Weight None
  • Synonym(s) None
  • SMILES N[C@H](C(O)=O)C1CC1

Description

H-Cyclopropyl-Gly-OH features a cyclopropyl-substituted glycine scaffold with enhanced metabolic stability and conformational rigidity. This sterically constrained amino acid derivative integrates readily into peptide sequences, offering improved bioavailability and resistance to enzymatic degradation in biological systems.

Application

H-Cyclopropyl-Gly-OH serves as a valuable building block in peptide synthesis, offering a rigid cyclopropyl moiety that modulates conformational flexibility and metabolic stability. Its bench-stable nature and compatibility with standard coupling protocols facilitate efficient incorporation into bioactive peptides. Functions as a versatile scaffold for medicinal chemistry campaigns targeting GPCR modulators and protease inhibitors.

Synthesis

  • Route1
    • (S)-2-Cyclopropyl-2-(((S)-1-phenylethyl)amino)acetic acid|CS-0105111
      281191-43-3
    • ~%
    • In-stock
      H-Cyclopropyl-Gly-OH|CS-W005759
      49606-99-7

    References

    • IRM LLC Patent: WO2005/107464 A2, 2005 ; Location in patent: Page/Page column 25 ; WO 2005/107464 A2
  • Route2
    • Potassium 2-cyclopropyl-2-oxoacetate|CS-0223714
      56512-18-6
    • ~99%
    • In-stock
      H-Cyclopropyl-Gly-OH|CS-W005759
      49606-99-7

    References

    • Parker, William L.; Hanson, Ronald L.; Goldberg, Steven L.; Tully, Thomas P.; Goswami, Animesh Organic Process Research and Development, 2012 , vol. 16, # 3 p. 464 - 469
  • Route3

    References

    • Larionov, Oleg V.; De Meijere, Armin Advanced Synthesis and Catalysis, 2006 , vol. 348, # 9 p. 1071 - 1078

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   63.32
  • LogP   -0.1917
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   2

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