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ChemicalBook >  Product Catalog >  Organic Chemistry >  Heterocyclic Compounds >  2,6-Bis[(4R)-4-phenyl-2-oxazolinyl]pyridine

2,6-Bis[(4R)-4-phenyl-2-oxazolinyl]pyridine

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2,6-Bis[(4R)-4-phenyl-2-oxazolinyl]pyridine Basic information

Product Name:
2,6-Bis[(4R)-4-phenyl-2-oxazolinyl]pyridine
Synonyms:
  • 2,6-Bis[(4R)-4-phenyl-2-oxazolinyl]pyridine
  • 2,6-BIS[(4R)-PHENYL-2-(OXAZOLIN-2-YL)]PYRIDINE
  • (R,R)-2,6-Bis(4,5-dihydro-4-phenyl-2-oxazolyl)pyridine
  • (R,R)-2,6-BIS(4-PHENYL-2-OXAZOLIN-2-YL)PYRIDINE
  • (r,r)-2,6-bis(4-phenyl-2-oxazolinyl)pyridine
  • (R,R)-2,2'-(2,6-PYRIDINEDIYL)BIS(4-PHENYL-2-OXAZOLINE)
  • [R-(R,R)]-2,6-BIS(4,5-DIHYDRO-4-PHENYL-2-OXAZOLYL)PYRIDINE
  • (R-(R*,R*))-2,6-bis(4,5-dihydro-4-phenyl-2-oxazol
CAS:
128249-70-7
MF:
C23H19N3O2
MW:
369.42
Product Categories:
  • BOX series
  • Chiral Nitrogen
  • Asymmetric Synthesis
  • Synthetic Organic Chemistry
  • organic amine
  • Heterocycle-Pyridine series
Mol File:
128249-70-7.mol
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2,6-Bis[(4R)-4-phenyl-2-oxazolinyl]pyridine Chemical Properties

Melting point:
171-175 °C(lit.)
alpha 
185 º (c=1, methylene chloride)
Boiling point:
600.4±55.0 °C(Predicted)
Density 
1.28±0.1 g/cm3(Predicted)
storage temp. 
Inert atmosphere,Room Temperature
pka
3.07±0.70(Predicted)
form 
crystal
color 
white
optical activity
[α]22/D 187°, c = 1 in methylene chloride
Water Solubility 
Insoluble
CAS DataBase Reference
128249-70-7(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36/37/39
WGK Germany 
3
HS Code 
29339900

MSDS

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2,6-Bis[(4R)-4-phenyl-2-oxazolinyl]pyridine Usage And Synthesis

Reactions

  1. Ligand for Copper catalyzed syn-selective Mukaiyama aldol reaction.
  2. Ligand for Tin catalyzed anti-selective aldol reaction.
  3. Ligand for Ytterbuim catalyzed desymmetrization of meso epoxides.
  4. Ligand for Copper catalyzed enantioselective addition of terminal alkynes to imines.
  5. Ligand for Scandium catalyzed enantioselective syn-selective ene reactions.
  6. Ligand for Copper catalysed asymmetric alkynylation of cyclic azomethine Imines.
  7. Ligand for Europium catalyzed asymmetric alpha amination.

Chemical Properties

White needles

Uses

2,6-Bis[(4R)-4-phenyl-2-oxazolinyl]pyridine [Pybox] may be used as a chiral ligand in the copper-catalyzed enatioselective arylation of N-arylated tetrahydroisoquinolines (THIQs) with arylboronic acids in the presence of a photoredox catalyst.

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