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Tert-butyl (S)-3-amino-2-((tert-butoxycarbonyl)amino)propanoate

  • CAS No. 77215-54-4

  • Cat. No. CS-0169246
  • Molecule weight260.33
  • Purity≥97%
  • MDL No.MFCD09263390

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

Tert-butyl (S)-3-amino-2-((tert-butoxycarbonyl)amino)propanoate|CS-0169246

Structure of 77215-54-4

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General Information

  • CAS No. 77215-54-4
  • Cat. No. CS-0169246
  • Purity ≥97%
  • MDL No. MFCD09263390
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₂₄N₂O₄
  • Molecular Weight 260.33
  • Synonym(s) BOC-DAP-OTBU HYDROCHLORIDE SALT
  • SMILES O=C(OC(C)(C)C)[C@@H](NC(OC(C)(C)C)=O)CN

Description

Tert-butyl (S)-3-amino-2-((tert-butoxycarbonyl)amino)propanoate features a chiral backbone with orthogonal protection: the amine is masked as a tert-butoxycarbonyl (Boc) group, while the second amine remains free for selective derivatization. This configuration enables precise incorporation into peptide sequences and complex molecular architectures under standard bench conditions.

Application

Tert-butyl (S)-3-amino-2-((tert-butoxycarbonyl)amino)propanoate serves as a key chiral building block for the synthesis of β-amino acid derivatives and peptidomimetics. Its dual tert-butyl carbamate and amine functionalities enable selective protection and sequential functionalization, facilitating efficient access to complex scaffolds. The compound exhibits excellent bench stability and simplifies purification in multi-step syntheses.

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 : 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   90.65
  • LogP   1.1801
  • H_Acceptors   5
  • H_Donors   2
  • Rotatable_Bonds   3

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