2,6-Bis[(4R,5R)-4,5-dihydro-4,5-diphenyl-2-oxazolyl]pyridine

Name: 2,6-Bis[(4R,5R)-4,5-dihydro-4,5-diphenyl-2-oxazolyl]pyridine
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CAS No. 372200-56-1
Cat. No. CS-0097364
Purity≥95%
MDL No.None

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2,6-Bis[(4R,5R)-4,5-dihydro-4,5-diphenyl-2-oxazolyl]pyridine|CS-0097364

Structure of 372200-56-1

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Description

This pyridine-based ligand features two chiral oxazoline moieties positioned at the 2,6-positions, enabling precise coordination in transition metal catalysis. The dihydrophenyl-substituted oxazolines provide enhanced steric bulk and electronic modulation, promoting high selectivity in asymmetric transformations. Bench-stable and moisture-tolerant, it integrates seamlessly into catalytic systems requiring robust, well-defined ligand frameworks.

Application

2,6-Bis[(4R,5R)-4,5-dihydro-4,5-diphenyl-2-oxazolyl]pyridine serves as a sterically hindered, bench-stable chelating ligand that facilitates transition-metal-catalyzed cross-coupling reactions. Its rigid bis-oxazoline architecture enables effective coordination to palladium and nickel centers, enhancing catalyst stability and turnover in C–C bond-forming processes. The diphenyl-substituted oxazoline rings provide excellent functional group tolerance and simplify purification through crystalline solid formation. This ligand is particularly valuable in Suzuki-Miyaura and Negishi coupling protocols requiring high selectivity and robust performance under standard reaction conditions.

General Information

CAS No. 372200-56-1
Cat. No. CS-0097364
Purity ≥95%
MDL No. None
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₅H₂₇N₃O₂
Molecular Weight 521.61
Synonym(s) Pyridine, 2,6-bis[(4R,5R)-4,5-dihydro-4,5-diphenyl-2-oxazolyl]-
SMILES C1(C2=N[C@H](C3=CC=CC=C3)[C@@H](C4=CC=CC=C4)O2)=CC=CC(C5=N[C@H](C6=CC=CC=C6)[C@@H](C7=CC=CC=C7)O5)=N1

Computational Chemistry Data

TPSA 56.07
LogP 7.6004
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 6

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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2,6-Bis[(4R,5R)-4,5-dihydro-4,5-diphenyl-2-oxazolyl]pyridine

CAS No. 372200-56-1

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