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CS-W001157 4
Total: USD 88.00

(R,R)-tBu-Pybox

  • CAS No. 185346-17-2

  • Cat. No. CS-0064044
  • Purity≥96%
  • MDL No.MFCD14590239

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

(R,R)-tBu-Pybox|CS-0064044

Structure of 185346-17-2

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General Information

  • CAS No. 185346-17-2
  • Cat. No. CS-0064044
  • Purity ≥96%
  • MDL No. MFCD14590239
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₉H₂₇N₃O₂
  • Molecular Weight None
  • Synonym(s) 2,6-Bis[(4R)-4-tert-butyl-2-oxazolin-2YL]pyridine
  • SMILES CC(C)(C)[C@@H]1COC(C2=CC=CC(C3=N[C@H](C(C)(C)C)CO3)=N2)=N1

Description

(R,R)-tBu-Pybox is a chiral bis(oxazoline) ligand featuring bulky tert-butyl groups that enhance steric shielding and metal coordination stability. This configuration enables high enantioselectivity in transition metal-catalyzed reactions, particularly in asymmetric synthesis involving copper or zinc complexes. The ligand’s bench-stable nature simplifies handling and integration into catalytic systems.

Application

(R,R)-tBu-Pybox serves as a highly effective chiral ligand in asymmetric catalysis, enabling enantioselective transformations such as allylic alkylation and conjugate addition. Its robust t-butyl substituents enhance steric definition and improve catalyst stability, while the pyridine-oxazoline backbone provides strong metal coordination. The ligand exhibits excellent functional group tolerance and facilitates high enantiomeric excesses in established synthetic protocols.

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   3.4646
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   2

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