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CS-W001157 4
Total: USD 88.00

(3S,6S)-3,6-Diisopropylpiperazine-2,5-dione

  • CAS No. 19943-16-9

  • Cat. No. CS-0155172
  • Purity≥97%
  • MDL No.MFCD00190694

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

(3S,6S)-3,6-Diisopropylpiperazine-2,5-dione|CS-0155172

Structure of 19943-16-9

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General Information

  • CAS No. 19943-16-9
  • Cat. No. CS-0155172
  • Purity ≥97%
  • MDL No. MFCD00190694
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₈N₂O₂
  • Molecular Weight 198.26
  • Synonym(s) VAL-VAL DIKETOPIPERAZINE
  • SMILES CC([C@H]1C(N[C@H](C(N1)=O)C(C)C)=O)C

Description

This piperazine-2,5-dione scaffold features a sterically hindered, chiral core with two isopropyl substituents at the 3 and 6 positions, enhancing conformational rigidity and metabolic stability. The fused diketone system enables selective engagement in asymmetric synthesis and molecular scaffold design, particularly in bioactive compound development where controlled stereochemistry and reduced flexibility are critical.

Application

(3S,6S)-3,6-Diisopropylpiperazine-2,5-dione serves as a stereochemically defined, bench-stable building block for the synthesis of complex nitrogen-containing scaffolds. Its rigid, chiral piperazine core enables controlled functionalization in medicinal chemistry campaigns, particularly in the construction of heterocyclic motifs with enhanced metabolic stability. The diisopropyl substituents provide steric protection and improve solubility, facilitating purification and compatibility in multi-step sequences.

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   58.2
  • LogP   0.2816
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   2

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