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CS-W001157 4
Total: USD 88.00

2-[(4R)-4,5-Dihydro-4-isopropyl-2-oxazolyl]pyridine

  • CAS No. 132187-16-7

  • Cat. No. CS-0087531
  • Purity≥95%
  • MDL No.None

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

2-[(4R)-4,5-Dihydro-4-isopropyl-2-oxazolyl]pyridine|CS-0087531

Structure of 132187-16-7

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General Information

  • CAS No. 132187-16-7
  • Cat. No. CS-0087531
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₄N₂O
  • Molecular Weight 190.24
  • Synonym(s) 2-[(4R)-4,5-Dihydro-4-isopropyl-2-oxazolyl]pyridine
  • SMILES CC(C)[C@H](CO1)N=C1C2=NC=CC=C2

Description

(R)-iPr-Pyox is a bench-stable, chiral pyridine-based ligand featuring a sterically hindered isopropyl group and a pyridoxal-derived core. This configuration enhances enantioselectivity in transition-metal catalysis, particularly in asymmetric allylic alkylation and conjugate addition reactions. The ligand integrates seamlessly into palladium- and nickel-catalyzed transformations under mild conditions.

Application

(R)-iPr-Pyox serves as a highly effective chiral auxiliary in asymmetric synthesis, enabling stereoselective enolate formation and subsequent C–C bond construction. Its isopropyl-substituted pyrrolidine core provides excellent stereocontrol and bench stability, while facilitating straightforward purification and functional group tolerance. Widely employed in the synthesis of bioactive molecules, it functions reliably across standard organic transformations, including aldol reactions and alkylation protocols.

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   1.883
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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