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(S)-tert-Butyl 4,5-diamino-5-oxopentanoate

  • CAS No. 17193-29-2

  • Cat. No. CS-0373276
  • Purity≥97%
  • MDL No.None

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

(S)-tert-Butyl 4,5-diamino-5-oxopentanoate|CS-0373276

Structure of 17193-29-2

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General Information

  • CAS No. 17193-29-2
  • Cat. No. CS-0373276
  • Purity ≥97%
  • MDL No. None
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₈N₂O₃
  • Molecular Weight 202.25
  • Synonym(s) tert-butyl (S)-4,5-diamino-5-oxopentanoate
  • SMILES NC([C@@H](N)CCC(OC(C)(C)C)=O)=O

Description

(S)-tert-Butyl 4,5-diamino-5-oxopentanoate is a chiral amino acid derivative featuring a protected diamine motif flanked by a ketone and tert-butyl ester. This scaffold enables direct incorporation into peptide backbones or conjugation workflows, offering enhanced solubility and stability under standard bench conditions. The (S)-configuration ensures stereochemical fidelity in asymmetric synthesis.

Application

(S)-tert-Butyl 4,5-diamino-5-oxopentanoate serves as a versatile chiral building block for the synthesis of bioactive heterocycles and peptidomimetics. Its pendant amino and ketone functionalities enable efficient diversification via reductive amination, condensation, and cyclization reactions. The tert-butyl ester provides bench stability and facilitates straightforward deprotection under mild acidic conditions, supporting scalable integration into medicinal chemistry workflows.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   95.41
  • LogP   -0.0791
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   4

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