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CS-W001157 4
Total: USD 88.00

((Allyloxy)carbonyl)glycine

  • CAS No. 90711-56-1

  • Cat. No. CS-0539203
  • Purity≥96%
  • MDL No.None

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

((Allyloxy)carbonyl)glycine|CS-0539203

Structure of 90711-56-1

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General Information

  • CAS No. 90711-56-1
  • Cat. No. CS-0539203
  • Purity ≥96%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₉NO₄
  • Molecular Weight 159.14
  • Synonym(s) Allyloxycarbonylaminoacetic acid
  • SMILES C=CCOC(=O)NCC(=O)O

Description

((Allyloxy)carbonyl)glycine is a bench-stable, moisture-tolerant amino acid derivative featuring a reactive allyl ester group. This functionality enables orthogonal protection in peptide synthesis and facilitates subsequent conjugation via palladium-catalyzed reactions. The molecule integrates seamlessly into complex molecular architectures requiring selective functionalization under mild conditions.

Application

((Allyloxy)carbonyl)glycine serves as a versatile amino acid derivative enabling efficient peptide synthesis through orthogonal protection strategies. The allyloxycarbonyl group offers stable storage and facile removal via palladium-catalyzed deprotection, preserving sensitive functional groups. Its compatibility with standard coupling conditions and ease of purification make it a practical choice for solid-phase and solution-phase peptide assembly, particularly in the construction of complex peptide scaffolds requiring mild deprotection protocols.

Synthesis

  • Route1
    • Glycine, 99%|CS-1269057
      56-40-6
    • null|null
      2937-50-0
    • ~%
    • In-stock
      ((Allyloxy)carbonyl)glycine|CS-0539203
      90711-56-1

    References

    • Stevens; Watanabe Journal of the American Chemical Society, 1950 , vol. 72, p. 725 Full Text View citing articles Show Details Fox; Wax Journal of the American Chemical Society, 1950 , vol. 72, p. 5087,5089
  • Route2
    • null|null
      1235983-30-8
    • Glycine, 99%|CS-1269057
      56-40-6
    • ~83%
    • In-stock
      ((Allyloxy)carbonyl)glycine|CS-0539203
      90711-56-1

    References

    • Khattab, Sherine N.; Subiros-Funosas, Ramon; El-Faham, Ayman; Albericio, Fernando European Journal of Organic Chemistry, 2010 , # 17 p. 3275 - 3280
  • Route3
    • Glycine, 99%|CS-1269057
      56-40-6
    • null|null
      114416-17-0
    • ~79%
    • In-stock
      ((Allyloxy)carbonyl)glycine|CS-0539203
      90711-56-1

    References

    • Ibrahim, Tarek S.; Tala, Srinivasa R.; El-Feky, Said A.; Abdel-Samii, Zakaria K.; Katritzky, Alan R. Synlett, 2011 , # 14 art. no. S03511ST, p. 2013 - 2016

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   75.63
  • LogP   -0.0168
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   4

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