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(S)-Methyl 4-amino-2-((tert-butoxycarbonyl)amino)-4-oxobutanoate

  • CAS No. 124842-28-0

  • Cat. No. CS-0163259
  • Molecule weight246.26
  • Purity≥97%
  • MDL No.None

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

(S)-Methyl 4-amino-2-((tert-butoxycarbonyl)amino)-4-oxobutanoate|CS-0163259

Structure of 124842-28-0

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General Information

  • CAS No. 124842-28-0
  • Cat. No. CS-0163259
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₈N₂O₅
  • Molecular Weight 246.26
  • Synonym(s) methyl (2S)-4-amino-2-(tert-butoxycarbonylamino)-4-oxo-butanoate
  • SMILES O=C(OC)[C@@H](NC(OC(C)(C)C)=O)CC(N)=O

Description

(S)-Methyl 4-amino-2-((tert-butoxycarbonyl)amino)-4-oxobutanoate is a chiral building block featuring a protected amino group and a reactive ketone moiety. This structure enables direct incorporation into peptide synthesis workflows, where the tert-butoxycarbonyl group provides orthogonal protection. The molecule exhibits bench-stable handling characteristics under standard conditions.

Application

(S)-Methyl 4-amino-2-((tert-butoxycarbonyl)amino)-4-oxobutanoate serves as a key chiral building block for the synthesis of bioactive heterocycles and peptidomimetics. The molecule features orthogonal functional groups—amine, protected amine (Boc), and ester—that enable sequential transformations in multi-step syntheses. Its bench-stable nature and compatibility with standard coupling and reduction protocols facilitate efficient access to complex scaffolds relevant to medicinal chemistry campaigns.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

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Computational Chemistry Data

  • TPSA   107.72
  • LogP   -0.0719
  • H_Acceptors   5
  • H_Donors   2
  • Rotatable_Bonds   4

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