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(4S,5R)-4,5-Diphenyl-2-(6-phenylpyridin-2-yl)-4,5-dihydrooxazole

  • CAS No. 1509929-23-0

  • Cat. No. CS-0131918
  • Purity≥97%
  • MDL No.None

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

(4S,5R)-4,5-Diphenyl-2-(6-phenylpyridin-2-yl)-4,5-dihydrooxazole|CS-0131918

Structure of 1509929-23-0

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General Information

  • CAS No. 1509929-23-0
  • Cat. No. CS-0131918
  • Purity ≥97%
  • MDL No. None
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₆H₂₀N₂O
  • Molecular Weight 376.45
  • Synonym(s) (4S,5R)-4,5-Diphenyl-2-(6-phenylpyridin-2-yl)-4,5-dihydrooxazole
  • SMILES C1(C2=CC=CC=C2)=CC=CC(C3=N[C@@H](C4=CC=CC=C4)[C@@H](C5=CC=CC=C5)O3)=N1

Description

(S,R)-6-Ph-Pyox-BisPh features a chiral pyridoxal-derived scaffold paired with dual phenyl substituents, delivering enhanced stereocontrol in asymmetric synthesis. This bench-stable reagent integrates seamlessly into catalytic systems requiring precise spatial orientation and electron-rich character, enabling efficient C–C bond formation under mild conditions.

Application

(S,R)-6-Ph-Pyox-BisPh serves as a robust chiral ligand in palladium-catalyzed cross-coupling reactions, enabling efficient asymmetric C–C bond formation under mild conditions. Its pyridoxal-derived scaffold provides excellent stereocontrol and bench stability, while the bisphosphine motif offers strong metal coordination and broad functional group tolerance. This ligand facilitates high yields and enantioselectivity in Suzuki-Miyaura and Negishi couplings, making it a practical choice for synthesizing complex chiral intermediates in pharmaceutical and agrochemical 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   6.008
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   4

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