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

Name: 2,6-Bis((S)-4-((S)-sec-butyl)-4,5-dihydrooxazol-2-yl)pyridine
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CAS No. 118949-62-5
Cat. No. CS-0064045
Purity≥95%
MDL No.None

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2,6-Bis((S)-4-((S)-sec-butyl)-4,5-dihydrooxazol-2-yl)pyridine|CS-0064045

Structure of 118949-62-5

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Description

This chiral pyridine scaffold features two sterically encumbered oxazoline groups at the 2,6-positions, enabling precise coordination in asymmetric catalysis. The (S)-sec-butyl substituents enhance rigidity and enantioselectivity, while the dihydrooxazol-2-yl moieties offer stable, electron-rich binding sites. Ideal for transition metal complexation in stereoselective transformations under ambient conditions.

Application

2,6-Bis((S)-4-((S)-sec-butyl)-4,5-dihydrooxazol-2-yl)pyridine serves as a chiral, sterically hindered ligand scaffold enabling efficient asymmetric catalysis in transition-metal-catalyzed transformations. Its oxazoline moieties provide robust coordination to palladium and copper centers, while the (S)-sec-butyl groups enforce defined stereochemical control. The pyridine core offers strong π-basicity and stability under standard reaction conditions. This structure facilitates enantioselective C–C bond formation with high functional group tolerance and ease of purification, making it suitable for iterative synthesis in medicinal chemistry workflows.

General Information

CAS No. 118949-62-5
Cat. No. CS-0064045
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) (S)-sBu-Pybox
SMILES C[C@@H](CC)[C@H]1COC(C2=CC=CC(C3=N[C@@H]([C@@H](C)CC)CO3)=N2)=N1

Computational Chemistry Data

TPSA 56.07
LogP 3.4646
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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Key Words

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

CAS No. 118949-62-5

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