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CS-W001157 4
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(4S,5R)-4,5-Diphenyl-2-(quinolin-2-yl)-4,5-dihydrooxazole

  • CAS No. 2411386-00-8

  • Cat. No. CS-0131229
  • Purity≥95%
  • MDL No.None

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

(4S,5R)-4,5-Diphenyl-2-(quinolin-2-yl)-4,5-dihydrooxazole|CS-0131229

Structure of 2411386-00-8

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General Information

  • CAS No. 2411386-00-8
  • Cat. No. CS-0131229
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₄H₁₈N₂O
  • Molecular Weight 350.41
  • Synonym(s) (4S,5R)-4,5-Diphenyl-2-(quinolin-2-yl)-4,5-dihydrooxazole
  • SMILES C1([C@@H]2N=C(C3=NC4=CC=CC=C4C=C3)O[C@@H]2C5=CC=CC=C5)=CC=CC=C1

Description

(S,R)-BisPh-Quinox features a chiral bisphenyl-quinoxaline scaffold with defined stereochemistry, enabling precise spatial control in asymmetric synthesis. This bench-stable ligand integrates seamlessly into transition metal catalysis, delivering high enantioselectivity in cross-coupling and conjugate addition reactions. Its rigid, electron-rich framework enhances catalyst stability and turnover under standard conditions.

Application

(S,R)-BisPh-Quinox serves as a versatile chiral ligand in transition-metal-catalyzed asymmetric synthesis, enabling high enantioselectivity in palladium- and nickel-mediated cross-coupling reactions. Its rigid quinoxaline backbone and orthogonal phosphine donors provide excellent stereocontrol and bench stability, facilitating efficient access to enantioenriched biaryls and complex heterocyclic scaffolds. Functions reliably in standard synthetic workflows with broad functional group tolerance.

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   34.48
  • LogP   5.4942
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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