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CS-W001157 4
Total: USD 88.00

Ethyl ((benzyloxy)carbonyl)glycinate

  • CAS No. 1145-81-9

  • Cat. No. CS-0146453
  • Purity≥95%
  • MDL No.MFCD01724894

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

Ethyl ((benzyloxy)carbonyl)glycinate|CS-0146453

Structure of 1145-81-9

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General Information

  • CAS No. 1145-81-9
  • Cat. No. CS-0146453
  • Purity ≥95%
  • MDL No. MFCD01724894
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₅NO₄
  • Molecular Weight 237.25
  • Synonym(s) Z-GLYCYL GLYCINE ETHYL ESTER
  • SMILES O=C(CNC(OCC1=CC=CC=C1)=O)OCC

Description

Ethyl ((benzyloxy)carbonyl)glycinate serves as a key protected glycine equivalent in peptide synthesis, featuring a benzyl ester group that enables selective deprotection under mild hydrogenolysis conditions. This robust, bench-stable derivative simplifies N-terminal capping and facilitates efficient coupling reactions in complex oligopeptide assembly workflows.

Application

Ethyl ((benzyloxy)carbonyl)glycinate serves as a versatile amino acid surrogate in peptide synthesis, enabling efficient Nα-protected glycine incorporation. The benzyloxycarbonyl (Cbz) group provides robust protection with orthogonal removal under mild hydrogenolysis conditions. Its ethyl ester functionality facilitates direct coupling or subsequent hydrolysis, offering flexibility in synthetic sequences. Bench-stable and readily purified by chromatography, it supports high-yielding reactions across standard coupling protocols.

Synthesis

  • Route1

    References

    • Heller, Stephen T.; Sarpong, Richmond Tetrahedron, 2011 , vol. 67, # 46 p. 8851 - 8859
  • Route2
    • null|null
      501-53-1
    • H-Gly-Oet|CS-0636597
      459-73-4
    • ~%
    • In-stock
      Ethyl ((benzyloxy)carbonyl)glycinate|CS-0146453
      1145-81-9

    References

    • Journal of the American Chemical Society, , vol. 66, p. 951,956
  • Route3
    • In-stock
      Glycine ethyl ester monohydrochloride|CS-W020007
      623-33-6
    • null|null
      501-53-1
    • ~98%
    • In-stock
      Ethyl ((benzyloxy)carbonyl)glycinate|CS-0146453
      1145-81-9

    References

    • Seashore-Ludlow, Brinton; Villo, Piret; Somfai, Peter Chemistry - A European Journal, 2012 , vol. 18, # 23 p. 7219 - 7223

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

Quality Control

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Computational Chemistry Data

  • TPSA   64.63
  • LogP   1.4759
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   5

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