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

  • CAS No. 2270178-45-3

  • Cat. No. CS-0654761
  • Molecule weight252.35
  • Purity≥97%
  • MDL No.None

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

(4R,4'R)-4,4'-Diisobutyl-4,4',5,5'-tetrahydro-2,2'-bioxazole|CS-0654761

Structure of 2270178-45-3

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General Information

  • CAS No. 2270178-45-3
  • Cat. No. CS-0654761
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₄N₂O₂
  • Molecular Weight 252.35
  • Synonym(s) None
  • SMILES CC(C)C[C@@H]1COC(=N1)C2=N[C@@H](CO2)CC(C)C

Description

(4R,4'R)-4,4'-Diisobutyl-4,4',5,5'-tetrahydro-2,2'-bioxazole is a chiral oxazole-based scaffold featuring two diisobutyl substituents that confer enhanced solubility and steric protection. This bench-stable heterocycle integrates readily into asymmetric synthesis, where its rigid, electron-deficient core facilitates stereocontrolled coupling reactions.

Application

(4R,4'R)-4,4'-Diisobutyl-4,4',5,5'-tetrahydro-2,2'-bioxazole serves as a robust chiral auxiliary in asymmetric synthesis, enabling stereoselective transformations through its rigid, well-defined stereochemistry. The diisobutyl substitution enhances solubility and bench stability, while the oxazole core provides excellent functional group tolerance and compatibility with standard coupling conditions. This compound facilitates efficient enantioselective C–C bond formation and is particularly valuable in the construction of complex heterocyclic scaffolds under mild reaction conditions.

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-P405-P501

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Computational Chemistry Data

  • TPSA   43.18
  • LogP   2.6732
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   5

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