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CS-W001157 4
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2-(2-((tert-Butoxycarbonyl)(methyl)amino)-N-methylacetamido)acetic acid

  • CAS No. 56612-14-7

  • Cat. No. CS-0088886
  • Purity≥95%
  • MDL No.None

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

2-(2-((tert-Butoxycarbonyl)(methyl)amino)-N-methylacetamido)acetic acid|CS-0088886

Structure of 56612-14-7

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General Information

  • CAS No. 56612-14-7
  • Cat. No. CS-0088886
  • Purity ≥95%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₂₀N₂O₅
  • Molecular Weight 260.29
  • Synonym(s) N-[(tert-Butoxy)carbonyl]-N-methylglycyl-N-methylglycine USP
  • SMILES O=C(O)CN(C(CN(C(OC(C)(C)C)=O)C)=O)C

Description

This protected amino acid derivative features a tert-butoxycarbonyl-masked amine and a methylated acetyl group, enabling selective deprotection during peptide synthesis. The carboxylic acid terminus facilitates coupling reactions under standard conditions, while the sterically hindered side chain enhances stability and reduces racemization risks.

Application

2-(2-((tert-Butoxycarbonyl)(methyl)amino)-N-methylacetamido)acetic acid serves as a versatile amino acid derivative for peptide synthesis, enabling efficient incorporation of N-alkylated side chains. The Boc-methylamino group provides orthogonal protection, while the acetic acid terminus facilitates coupling reactions. Its bench-stable nature and compatibility with standard Fmoc and Boc protocols make it ideal for iterative peptide assembly and peptidomimetic design.

Synthesis

  • Route1
    • null|null
      77615-34-0
    • ~87%
    • In-stock
      2-(2-((tert-Butoxycarbonyl)(methyl)amino)-N-methylacetamido)acetic acid|CS-0088886
      56612-14-7

    References

    • Vertex Pharmaceuticals Incorporated Patent: US2012/309758 A1, 2012 ; Location in patent: Page/Page column 66 ; US 20120309758 A1
  • Route2

    References

    • Bonora,G.M.; Toniolo,C. Gazzetta Chimica Italiana, 1977 , vol. 107, p. 381 - 385
  • Route3
    • Boc-Sar-Sar-OMe|CS-1172104
      42492-58-0
    • ~%
    • In-stock
      2-(2-((tert-Butoxycarbonyl)(methyl)amino)-N-methylacetamido)acetic acid|CS-0088886
      56612-14-7

    References

    • Bonora,G.M.; Toniolo,C. Gazzetta Chimica Italiana, 1977 , vol. 107, p. 381 - 385

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

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Computational Chemistry Data

  • TPSA   87.15
  • LogP   0.3963
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   4

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