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CS-W001157 4
Total: USD 88.00

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

  • CAS No. 2088982-18-5

  • Cat. No. CS-0097717
  • Purity≥95%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

6,6'-Bis[(4S)-4,5-dihydro-4-(phenylmethyl)-2-oxazolyl]-2,2'-bipyridine|CS-0097717

Structure of 2088982-18-5

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General Information

  • CAS No. 2088982-18-5
  • Cat. No. CS-0097717
  • Purity ≥95%
  • MDL No. None
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃₀H₂₆N₄O₂
  • Molecular Weight 474.55
  • Synonym(s) 6,6'-bis((S)-4-benzyl-4,5-dihydrooxazol-2-yl)-2,2'-bipyridine
  • SMILES C1(C2=CC=CC(C3=N[C@@H](CC4=CC=CC=C4)CO3)=N2)=NC(C5=N[C@@H](CC6=CC=CC=C6)CO5)=CC=C1

Description

(S,S)-BiPybox-Bn is a chiral bispyridylboronate ligand designed for asymmetric transition metal catalysis. This bench-stable, moisture-tolerant scaffold features two pyridine units flanking a rigid chiral backbone, enabling precise stereocontrol in palladium- and nickel-catalyzed cross-coupling reactions. The boronate ester group facilitates oxidative addition and transmetalation under mild conditions, streamlining the synthesis of enantioenriched biaryls and functionalized heterocycles.

Application

(S,S)-BiPybox-Bn serves as a robust chiral ligand for asymmetric transition-metal catalysis, enabling high enantioselectivity in palladium- and copper-catalyzed cross-coupling reactions. Its benzyl-protected diamine backbone offers enhanced bench stability and simplifies purification, while the bipyridine framework provides strong metal coordination and tunable steric environment for stereoselective transformations.

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   4.9198
  • H_Acceptors   6
  • H_Donors   0
  • Rotatable_Bonds   7

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