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CS-W001157 4
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(4R,4'R)-4,4'-Diisopropyl-4,4',5,5'-tetrahydro-2,2'-bioxazole

  • CAS No. 148925-97-7

  • Cat. No. CS-0097372
  • Purity≥97%
  • MDL No.None

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

(4R,4'R)-4,4'-Diisopropyl-4,4',5,5'-tetrahydro-2,2'-bioxazole|CS-0097372

Structure of 148925-97-7

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General Information

  • CAS No. 148925-97-7
  • Cat. No. CS-0097372
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₂₀N₂O₂
  • Molecular Weight 224.30
  • Synonym(s) (4R,4'R)-4,4'-Diisopropyl-4,4',5,5'-tetrahydro-2,2'-bioxazole
  • SMILES CC(C)[C@H](CO1)N=C1C2=N[C@H](C(C)C)CO2

Description

(R,R)-iPr-Bisbox is a chiral bis(oxazoline) ligand featuring isopropyl substituents that enhance steric bulk and electronic tuning. This configuration delivers high enantioselectivity in transition metal-catalyzed asymmetric reactions, particularly in copper-mediated transformations. The ligand’s bench-stable nature and compatibility with diverse substrates streamline synthetic workflows in asymmetric synthesis.

Application

(R,R)-iPr-Bisbox serves as a highly effective chiral ligand in asymmetric catalysis, enabling enantioselective transformations through well-established coordination modes. Its sterically tuned isopropyl groups enhance facial discrimination in transition metal complexes, facilitating high enantioselectivity in reactions such as asymmetric hydrogenation and C–C bond formation. The ligand exhibits excellent bench stability, ease of handling, and compatibility with common synthetic workflows, making it a practical choice for iterative catalyst optimization in medicinal chemistry and process development.

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   43.18
  • LogP   1.893
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   3

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