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

Name: 2,6-Bis((S)-4-methyl-4,5-dihydrooxazol-2-yl)pyridine
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CAS No. 189014-95-7
Cat. No. CS-0064039
Molecule weight245.28
Purity≥97%
MDL No.None

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2,6-Bis((S)-4-methyl-4,5-dihydrooxazol-2-yl)pyridine|CS-0064039

Structure of 189014-95-7

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General Information

CAS No. 189014-95-7
Cat. No. CS-0064039
Purity ≥97%
MDL No. None
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₅N₃O₂
Molecular Weight 245.28
Synonym(s) 2,6-bis[(4S)-4,5-dihydro-4-methyl-2-oxazolyl]-Pyridine
SMILES C[C@@H](CO1)N=C1C2=NC(C3=N[C@@H](C)CO3)=CC=C2

Description

(S,S)-Me-Pybox is a chiral bis(oxazoline) ligand featuring two methyl-substituted oxazoline rings. This configuration enables effective coordination to transition metals, particularly in asymmetric catalysis. The ligand exhibits high enantioselectivity in reactions such as cycloadditions and alkylations. Its bench-stable nature and ease of handling make it well-suited for reproducible synthetic workflows.

Application

(S,S)-Me-Pybox serves as a well-established chiral ligand in asymmetric catalysis, particularly effective in copper- and iron-mediated enantioselective transformations. Its rigid pyridine-bis(oxazoline) framework provides strong coordination to transition metals, enabling high enantiocontrol in reactions such as conjugate additions and cycloadditions. The methyl substituents enhance steric differentiation and improve bench stability, facilitating handling and purification. Widely employed in academic and industrial R&D, it functions as a reliable building block for stereoselective synthesis of complex molecular architectures.

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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Computational Chemistry Data

TPSA 56.07
LogP 1.4122
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 2

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

CAS No. 189014-95-7

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