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CS-W001157 4
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2,6-Bis((R)-4-ethyl-4,5-dihydrooxazol-2-yl)pyridine

  • CAS No. 131864-68-1

  • Cat. No. CS-0064041
  • Molecule weight273.33
  • Purity≥97%
  • MDL No.None

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

2,6-Bis((R)-4-ethyl-4,5-dihydrooxazol-2-yl)pyridine|CS-0064041

Structure of 131864-68-1

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General Information

  • CAS No. 131864-68-1
  • Cat. No. CS-0064041
  • Purity ≥97%
  • MDL No. None
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₁₉N₃O₂
  • Molecular Weight 273.33
  • Synonym(s) None
  • SMILES CC[C@@H]1COC(C2=CC=CC(C3=N[C@H](CC)CO3)=N2)=N1

Description

This chiral pyridine ligand features two (R)-4-ethyl-4,5-dihydrooxazol-2-yl groups at the 2,6-positions, providing a rigid, electron-rich coordination environment. It delivers high enantioselectivity in palladium-catalyzed cross-coupling reactions and exhibits excellent stability under standard reaction conditions.

Application

2,6-Bis((R)-4-ethyl-4,5-dihydrooxazol-2-yl)pyridine serves as a chiral, bidentate ligand in transition metal catalysis, enabling stereoselective cross-coupling reactions. Its oxazoline rings provide robust coordination to palladium and nickel centers, enhancing catalyst stability and enantioselectivity in C–C bond formation. The ethyl substituent improves solubility and reduces aggregation, while the pyridine backbone ensures strong metal binding. This ligand facilitates efficient coupling under mild conditions with broad functional group tolerance, making it suitable for scalable synthesis of complex chiral intermediates.

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   56.07
  • LogP   2.1924
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   4

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