6,6'-Bis[(4S)-4,5-dihydro-4-phenyl-2-oxazolyl]-2,2'-bipyridine

Name: 6,6'-Bis[(4S)-4,5-dihydro-4-phenyl-2-oxazolyl]-2,2'-bipyridine
Brand: ChemScene
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CAS No. 273216-89-0
Cat. No. CS-0097716
Purity≥95%
MDL No.None

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6,6'-Bis[(4S)-4,5-dihydro-4-phenyl-2-oxazolyl]-2,2'-bipyridine|CS-0097716

Structure of 273216-89-0

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General Information

CAS No. 273216-89-0
Cat. No. CS-0097716
Purity ≥95%
MDL No. None
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₈H₂₂N₄O₂
Molecular Weight 446.50
Synonym(s) 6,6'-bis((S)-4-phenyl-4,5-dihydrooxazol-2-yl)-2,2'-bipyridine
SMILES C1(C2=CC=CC(C3=N[C@@H](C4=CC=CC=C4)CO3)=N2)=NC(C5=N[C@@H](C6=CC=CC=C6)CO5)=CC=C1

Description

(S,S)-BiPybox-Ph is a chiral bispyridine ligand featuring two pyridyl groups linked by a rigid, stereodefined backbone. This configuration enables precise coordination in asymmetric catalysis, delivering high enantioselectivity in transition-metal-catalyzed transformations. The phenyl substituent enhances π-stacking interactions and improves solubility in organic media.

Application

(S,S)-BiPybox-Ph serves as a chiral bis(oxazoline) ligand enabling asymmetric catalysis in transition-metal-mediated transformations. Its rigid, C₂-symmetric architecture and phenyl-substituted pyridine moieties enhance enantioselectivity in reactions such as Michael additions and cycloadditions. The ligand exhibits excellent bench stability, facilitates easy 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-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 68.96
LogP 5.1798
H_Acceptors 6
H_Donors 0
Rotatable_Bonds 5

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6,6'-Bis[(4S)-4,5-dihydro-4-phenyl-2-oxazolyl]-2,2'-bipyridine

CAS No. 273216-89-0

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