2,6-Bis((S)-4-isobutyl-4,5-dihydrooxazol-2-yl)pyridine

CAS No. 335357-38-5
Cat. No. CS-0141142
Purity≥95%
MDL No.None

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2,6-Bis((S)-4-isobutyl-4,5-dihydrooxazol-2-yl)pyridine|CS-0141142

Structure of 335357-38-5

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General Information

CAS No. 335357-38-5
Cat. No. CS-0141142
Purity ≥95%
MDL No. None
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₉H₂₇N₃O₂
Molecular Weight 329.44
Synonym(s) (4S)-4-(2-methylpropyl)-2-[6-[(4S)-4-(2-methylpropyl)-4,5-dihydro-1,3-oxazol-2-yl]pyridin-2-yl]-4,5-dihydro-1,3-oxazole
SMILES CC(C)C[C@H]1COC(C2=CC=CC(C3=N[C@@H](CC(C)C)CO3)=N2)=N1

Description

This chiral pyridine scaffold features two (S)-4-isobutyl-4,5-dihydrooxazol-2-yl groups at the 2,6-positions, delivering enhanced stereochemical control and solubility in polar aprotic media. The oxazoline moieties provide robust coordination sites for transition metals, enabling efficient asymmetric catalysis. Bench-stable and moisture-tolerant, this ligand streamlines synthesis of enantioselective catalysts under standard conditions.

Application

2,6-Bis((S)-4-isobutyl-4,5-dihydrooxazol-2-yl)pyridine serves as a sterically hindered, chiral ligand scaffold that enables asymmetric catalysis in transition-metal-mediated transformations. Its dihydrooxazoline moieties provide robust coordination to palladium and copper centers, facilitating enantioselective C–C and C–heteroatom bond formations. The isobutyl substituents enhance solubility and modulate steric environment, while the pyridine core ensures strong metal binding. This ligand demonstrates excellent bench stability, ease of purification, and compatibility with standard synthetic workflows in medicinal chemistry and process 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-P280-P302+P352

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Computational Chemistry Data

TPSA 56.07
LogP 3.4646
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 6

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2,6-Bis((S)-4-isobutyl-4,5-dihydrooxazol-2-yl)pyridine

CAS No. 335357-38-5

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