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CS-W001157 4
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tert-Butyl N-[2-(aminooxy)ethyl]carbamate

  • CAS No. 75051-55-7

  • Cat. No. CS-0047972
  • Molecule weight176.22
  • Purity≥96%
  • MDL No.MFCD11934722

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

tert-Butyl N-[2-(aminooxy)ethyl]carbamate|CS-0047972

Structure of 75051-55-7

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General Information

  • CAS No. 75051-55-7
  • Cat. No. CS-0047972
  • Purity ≥96%
  • MDL No. MFCD11934722
  • Storage 4°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₆N₂O₃
  • Molecular Weight 176.22
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)NCCON

Description

tert-Butyl N-[2-(aminooxy)ethyl]carbamate features a labile carbamate group that enables selective protection of primary amines under mild conditions. The aminooxy functionality facilitates efficient oxime ligation, while the tert-butyl moiety ensures stability during storage and ease of removal via acidolysis. This compound serves as a key reagent in bioconjugation workflows and peptide modification strategies.

Application

tert-Butyl N-[2-(aminooxy)ethyl]carbamate serves as a stable, bench-friendly precursor for the introduction of aminooxy-functionalized side chains in synthetic workflows. It enables efficient conjugation strategies via oxime formation and functions as a key building block in the construction of bioconjugates and heterocyclic scaffolds. The tert-butyl group provides excellent stability and ease of removal under mild acidic conditions, facilitating straightforward purification and downstream functionalization.

Synthesis

  • Route1
    • tert-Butyl (2-((1,3-dioxoisoindolin-2-yl)oxy)ethyl)carbamate|CS-0674161
      87276-51-5
    • null|null
      60-34-4
    • ~97%
    • In-stock
      tert-Butyl N-[2-(aminooxy)ethyl]carbamate|CS-0047972
      75051-55-7

    References

    • Munson, Mark; Rizzi, James; Rodriguez, Martha; Kim, Ganghyeok Patent: US2004/176325 A1, 2004 ; Location in patent: Page/Page column 27; sheet 32 ; US 20040176325 A1
  • Route2
    • tert-Butyl (2-((1,3-dioxoisoindolin-2-yl)oxy)ethyl)carbamate|CS-0674161
      87276-51-5
    • ~%
    • In-stock
      tert-Butyl N-[2-(aminooxy)ethyl]carbamate|CS-0047972
      75051-55-7

    References

    • Bracco International B.V. Patent: US5608110 A1, 1997 ;

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   73.58
  • LogP   0.4014
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   3

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