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

Name: 2,6-Bis((R)-4-isobutyl-4,5-dihydrooxazol-2-yl)pyridine
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CAS No. 1658490-50-6
Cat. No. CS-0614234
Purity≥96%
MDL No.None

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2,6-Bis((R)-4-isobutyl-4,5-dihydrooxazol-2-yl)pyridine|CS-0614234

Structure of 1658490-50-6

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General Information

CAS No. 1658490-50-6
Cat. No. CS-0614234
Purity ≥96%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₉H₂₇N₃O₂
Molecular Weight 329.44
Synonym(s) None
SMILES CC(C)C[C@H]1N=C(C2=CC=CC(C3=N[C@H](CC(C)C)CO3)=N2)OC1

Description

This pyridine derivative features two chiral oxazoline groups at the 2,6-positions, enabling precise stereocontrol in asymmetric catalysis. The isobutyl substituents provide steric bulk and enhance solubility, while the dihydrooxazolyl moieties act as robust ligands for transition metals. Designed for high enantioselectivity in cross-coupling and cycloaddition reactions, this scaffold offers excellent stability under standard reaction conditions.

Application

2,6-Bis((R)-4-isobutyl-4,5-dihydrooxazol-2-yl)pyridine serves as a chiral bis-oxazoline ligand enabling highly enantioselective transition-metal-catalyzed reactions. Its rigid pyridine backbone and sterically defined (R)-configured oxazoline rings provide excellent control in asymmetric synthesis, particularly in copper- and palladium-catalyzed transformations. The molecule exhibits good bench stability, facilitates straightforward purification, and demonstrates broad functional group tolerance in standard synthetic workflows.

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

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Oxazoline compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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

CAS No. 1658490-50-6

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