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

Name: 2,6-Bis((R)-4-cyclohexyl-4,5-dihydrooxazol-2-yl)pyridine
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CAS No. 2471850-55-0
Cat. No. CS-0527345
Purity≥97%
MDL No.None

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2,6-Bis((R)-4-cyclohexyl-4,5-dihydrooxazol-2-yl)pyridine|CS-0527345

Structure of 2471850-55-0

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General Information

CAS No. 2471850-55-0
Cat. No. CS-0527345
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₃H₃₁N₃O₂
Molecular Weight 381.51
Synonym(s) None
SMILES [H][C@]1(C2CCCCC2)N=C(C3=CC=CC(C4=N[C@@](C5CCCCC5)([H])CO4)=N3)OC1

Description

This chiral pyridine ligand features two (R)-4-cyclohexyl-4,5-dihydrooxazol-2-yl groups at the 2,6-positions, delivering enhanced stereocontrol in asymmetric catalysis. The sterically hindered oxazoline moieties provide robust coordination and improved selectivity in transition metal complexes. Bench-stable and moisture-tolerant, it enables efficient access to enantioenriched products under standard conditions.

Application

2,6-Bis((R)-4-cyclohexyl-4,5-dihydrooxazol-2-yl)pyridine serves as a sterically demanding, bench-stable chiral ligand that facilitates asymmetric metal-catalyzed transformations. Its rigid pyridine core and orthogonal oxazoline donors enable effective coordination to transition metals, promoting high enantioselectivity in reactions such as allylic alkylation and conjugate addition. The cyclohexyl substituents enhance solubility and steric differentiation, while the dihydrooxazoline rings resist oxidation and simplify purification—making this ligand well-suited for scalable synthesis and reproducible catalytic processes.

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-P405-P501

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Computational Chemistry Data

TPSA 56.07
LogP 4.533
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 4

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-cyclohexyl-4,5-dihydrooxazol-2-yl)pyridine

CAS No. 2471850-55-0

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