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(3aS,8aR)-2-(5-(Trifluoromethyl)pyridin-2-yl)-3a,8a-dihydro-8H-indeno[1,2-d]oxazole

  • CAS No. 2412578-71-1

  • Cat. No. CS-0104464
  • Purity≥95%
  • MDL No.None

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

(3aS,8aR)-2-(5-(Trifluoromethyl)pyridin-2-yl)-3a,8a-dihydro-8H-indeno[1,2-d]oxazole|CS-0104464

Structure of 2412578-71-1

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General Information

  • CAS No. 2412578-71-1
  • Cat. No. CS-0104464
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₁₁F₃N₂O
  • Molecular Weight 304.27
  • Synonym(s) (3aS,8aR)-2-(5-(trifluoromethyl)pyridin-2-yl)-8,8a-dihydro-3aH-indeno[1,2-d]oxazole
  • SMILES FC(F)(F)C1=CN=C(C2=N[C@@H](C(C=CC=C3)=C3C4)[C@@H]4O2)C=C1

Description

(S,R)-5-CF3-Pyox-In is a chiral pyridine-derived oxazoline featuring a trifluoromethyl group at the 5-position, offering enhanced electron-withdrawing character and improved metabolic stability. This scaffold integrates readily into asymmetric catalysis and ligand design, enabling efficient stereocontrol in transition-metal-catalyzed transformations under ambient conditions.

Application

(S,R)-5-CF₃-Pyox-In serves as a versatile chiral building block for the synthesis of fluorinated heterocycles and bioactive scaffolds. Its trifluoromethylated pyrrolidine core exhibits enhanced metabolic stability and membrane permeability, enabling efficient incorporation into medicinal chemistry programs. The stereochemically defined framework facilitates predictable reactivity in coupling and cyclization processes, with excellent bench stability and compatibility with standard purification methods.

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

Quality Control

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Computational Chemistry Data

  • TPSA   34.48
  • LogP   3.5432
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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