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tert-Butyl (2-amino-2-oxoethyl)carbamate

  • CAS No. 35150-09-5

  • Cat. No. CS-W005039
  • Purity≥97%
  • MDL No.MFCD08275106

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

tert-Butyl (2-amino-2-oxoethyl)carbamate|CS-W005039

Structure of 35150-09-5

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General Information

  • CAS No. 35150-09-5
  • Cat. No. CS-W005039
  • Purity ≥97%
  • MDL No. MFCD08275106
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₄N₂O₃
  • Molecular Weight 174.20
  • Synonym(s) N-tert-Butoxycarbonyl-L-glycinamide
  • SMILES O=C(OC(C)(C)C)NCC(N)=O

Description

tert-Butyl (2-amino-2-oxoethyl)carbamate delivers a protected α-amino acid surrogate with enhanced stability and solubility in polar organic media. This carbamate functionality enables direct incorporation into peptide chains via standard coupling protocols, offering reliable deprotection under mild acidic conditions. The tert-butyl group provides steric shielding, minimizing side reactions during synthesis.

Application

tert-Butyl (2-amino-2-oxoethyl)carbamate serves as a stable, bench-friendly amino acid equivalent that facilitates the efficient construction of β-amino carbonyl motifs. It functions as a key building block in peptide synthesis and heterocycle formation, offering excellent functional group tolerance and straightforward deprotection under mild acidic conditions. Its robustness enables reliable incorporation into complex molecular architectures.

Synthesis

  • Route1

    References

    • Videnov, Georgi; Kaiser, Dietmar; Kempter, Christoph; Jung, Guenther Angewandte Chemie, 1996 , vol. 108, # 13/14 p. 1604 - 1607
  • Route2

    References

    • Xu, Zhigang; DiCesare, John C.; Baures, Paul W. Journal of Combinatorial Chemistry, 2010 , vol. 12, # 2 p. 248 - 254
  • Route3
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      95104-84-0
    • ~%
    • In-stock
      tert-Butyl (2-amino-2-oxoethyl)carbamate|CS-W005039
      35150-09-5

    References

    • Journal of the Chemical Society - Perkin Transactions 1, , # 3 p. 601 - 607

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   81.42
  • LogP   -0.0036
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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