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CS-W001157 4
Total: USD 88.00

Ethyl (tert-Butoxycarbonyl)glycinate

  • CAS No. 14719-37-0

  • Cat. No. CS-D0931
  • Purity≥98%
  • MDL No.MFCD05663720

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

Ethyl (tert-Butoxycarbonyl)glycinate|CS-D0931

Structure of 14719-37-0

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General Information

  • CAS No. 14719-37-0
  • Cat. No. CS-D0931
  • Purity ≥98%
  • MDL No. MFCD05663720
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₇NO₄
  • Molecular Weight 203.24
  • Synonym(s) None
  • SMILES CCOC(CNC(OC(C)(C)C)=O)=O

Description

Ethyl (tert-butoxycarbonyl)glycinate features a protected glycine scaffold with orthogonal functionality. The tert-butoxycarbonyl group enables selective deprotection under mild acidic conditions, while the ethyl ester supports downstream transformations. This bifunctional design facilitates efficient peptide coupling and sequence assembly in synthetic workflows.

Application

Ethyl (tert-butoxycarbonyl)glycinate serves as a versatile amino acid equivalent in peptide synthesis, enabling controlled Nα-protection and subsequent deprotection under mild acidic conditions. The tert-butyl carbamate group provides excellent stability during standard reaction conditions, while the ethyl ester facilitates efficient hydrolysis or coupling transformations. This compound functions reliably in multi-step sequences requiring orthogonal protection, offering predictable reactivity and ease of purification for bench-scale applications.

Synthesis

  • Route1

    References

    • Smith, Alexander M.R.; Billen, Denis; Hii, King Kuok Chemical Communications, 2009 , # 26 p. 3925 - 3927
  • Route2
    • In-stock
      Boc-Glycine|CS-W008705
      4530-20-5
    • null|null
      64-17-5
    • ~91%
    • In-stock
      Ethyl (tert-Butoxycarbonyl)glycinate|CS-D0931
      14719-37-0

    References

    • Woodard, Scott S.; Jerome, Kevin D. Combinatorial Chemistry and High Throughput Screening, 2011 , vol. 14, # 2 p. 132 - 137
  • Route3

    References

    • Kashima, Choji; Tsuruoka, Shiro; Mizuhara, Saori Tetrahedron, 1998 , vol. 54, # 49 p. 14679 - 14688

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

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Computational Chemistry Data

  • TPSA   64.63
  • LogP   1.0742
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   3

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