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CS-W001157 4
Total: USD 88.00

N-Formylglycine Ethyl Ester

  • CAS No. 3154-51-6

  • Cat. No. CS-0201687
  • Purity≥97%
  • MDL No.MFCD00014125

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

N-Formylglycine Ethyl Ester|CS-0201687

Structure of 3154-51-6

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General Information

  • CAS No. 3154-51-6
  • Cat. No. CS-0201687
  • Purity ≥97%
  • MDL No. MFCD00014125
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₉NO₃
  • Molecular Weight 131.13
  • Synonym(s) None
  • SMILES CCOC(CNC=O)=O

Description

N-Formylglycine Ethyl Ester features a formylated glycine core with an ethyl ester handle, enabling direct incorporation into peptide chains. The formyl group provides a reactive site for downstream conjugation, while the ester moiety enhances solubility and stability under standard conditions. This compound serves as a key intermediate in the synthesis of glycopeptides and bioconjugates.

Application

N-Formylglycine Ethyl Ester serves as a versatile building block for the synthesis of bioactive heterocycles and peptide mimetics, leveraging its dual formyl and ester functionalities. The formyl group enables direct incorporation into imine-based cyclizations or reductive amination sequences, while the ethyl ester supports orthogonal handling in multi-step syntheses. Its bench-stable nature and compatibility with standard protecting group strategies facilitate efficient, scalable access to complex molecular architectures.

Synthesis

  • Route1

    References

    • Gruenenthal GmbH Patent: US2003/236429 A1, 2003 ; Location in patent: Page 23 ;
  • Route2
    • In-stock
      Glycine ethyl ester monohydrochloride|CS-W020007
      623-33-6
    • null|null
      109-94-4
    • ~88%
    • In-stock
      N-Formylglycine Ethyl Ester|CS-0201687
      3154-51-6

    References

    • Gruenenthal GmbH Patent: US2003/236253 A1, 2003 ; Location in patent: Page 13 ;
  • Route3
    • null|null
      107-31-3
    • In-stock
      Glycine ethyl ester monohydrochloride|CS-W020007
      623-33-6
    • ~93%
    • In-stock
      N-Formylglycine Ethyl Ester|CS-0201687
      3154-51-6

    References

    • BRISTOL-MYERS SQUIBB COMPANY; WROBLESKI, Stephen T.; BROWN, Gregory D.; DOWEYKO, Lidia M.; DUAN, Jingwu; GUO, Junqing; HYNES, John; JIANG, Bin; KEMPSON, James; LIN, Shuqun; LU, Zhonghui; SPERGEL, Steven, H.; TOKARSKI, John S.; WU, Hong; YANG, Bingwei Vera Patent: WO2012/125886 A1, 2012 ; Location in patent: Page/Page column 78 ; WO 2012/125886 A1

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   55.4
  • LogP   -0.7045
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   4

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