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(4S,4′S)-2,2′-(1-Ethylpropylidene)bis[4,5-dihydro-4-phenyloxazole]

  • CAS No. 190791-28-7

  • Cat. No. CS-0097844
  • Purity≥97%
  • MDL No.MFCD30187345

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

(4S,4′S)-2,2′-(1-Ethylpropylidene)bis[4,5-dihydro-4-phenyloxazole]|CS-0097844

Structure of 190791-28-7

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General Information

  • CAS No. 190791-28-7
  • Cat. No. CS-0097844
  • Purity ≥97%
  • MDL No. MFCD30187345
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₃H₂₆N₂O₂
  • Molecular Weight 362.46
  • Synonym(s) (4S,4'S)- 2,2'-(1-ethylpropylidene)bis[4,5-dihydro-4-phenyl-Oxazole
  • SMILES CCC(C1=N[C@@H](C2=CC=CC=C2)CO1)(C3=N[C@@H](C4=CC=CC=C4)CO3)CC

Description

This chiral bisoxazole scaffold features a rigid, sterically defined backbone derived from ethylpropylidene-linked dihydrooxazoles. The (4S,4′S) stereochemistry imparts predictable conformational control, enhancing its utility in asymmetric synthesis and ligand design. The phenyl substituents contribute π-stacking potential and electronic stabilization. This molecule serves as a robust, bench-stable platform for modular assembly in catalytic systems and supramolecular architectures.

Application

(4S,4′S)-2,2′-(1-Ethylpropylidene)bis[4,5-dihydro-4-phenyloxazole] serves as a stereochemically defined chiral auxiliary and scaffold for asymmetric synthesis, enabling controlled construction of complex heterocyclic architectures. Its robust dihydrooxazole core exhibits excellent bench stability and functional group tolerance, facilitating efficient transformations in multistep synthetic sequences. The molecule functions effectively in enantioselective catalysis and as a building block for biologically relevant frameworks, with predictable reactivity under standard conditions.

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   43.18
  • LogP   5.1328
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   6

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