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(4S,5R)-4,5-Diphenyl-2-(pyridin-2-yl)-4,5-dihydrooxazole

  • CAS No. 238759-98-3

  • Cat. No. CS-0132779
  • Purity≥95%
  • MDL No.None

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

(4S,5R)-4,5-Diphenyl-2-(pyridin-2-yl)-4,5-dihydrooxazole|CS-0132779

Structure of 238759-98-3

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General Information

  • CAS No. 238759-98-3
  • Cat. No. CS-0132779
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₀H₁₆N₂O
  • Molecular Weight 300.35
  • Synonym(s) (4S,5R)-4,5-Diphenyl-2-(pyridin-2-yl)-4,5-dihydrooxazole
  • SMILES C1(C2=N[C@@H](C3=CC=CC=C3)[C@@H](C4=CC=CC=C4)O2)=NC=CC=C1

Description

(S,R)-BisPh-Pyox features a chiral bisphosphine scaffold paired with a pyridine-oxazoline ligand, delivering high enantioselectivity in palladium-catalyzed cross-coupling reactions. This robust, bench-stable ligand integrates seamlessly into asymmetric synthesis workflows, enabling efficient construction of stereodefined biaryl and heteroaryl architectures under mild conditions.

Application

(S,R)-BisPh-Pyox serves as a highly effective chiral ligand in transition-metal-catalyzed asymmetric synthesis, particularly in palladium- and nickel-mediated cross-coupling reactions. Its rigid bisphosphine-pyroxole architecture provides excellent stereocontrol and enhances catalyst stability, enabling efficient C–C bond formation with broad functional group tolerance. The ligand exhibits robust bench stability and facilitates high enantioselectivity in the synthesis of biaryl and heteroaryl scaffolds relevant to pharmaceutical development.

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   4.341
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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