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CS-W001157 4
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(4S,4'S)-2,2'-Methylenebis[4,5-dihydro-4-(phenylmethyl)oxazole]

  • CAS No. 132098-58-9

  • Cat. No. CS-0097368
  • Purity≥95%
  • MDL No.None

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

(4S,4'S)-2,2'-Methylenebis[4,5-dihydro-4-(phenylmethyl)oxazole]|CS-0097368

Structure of 132098-58-9

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General Information

  • CAS No. 132098-58-9
  • Cat. No. CS-0097368
  • Purity ≥95%
  • MDL No. None
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₁H₂₂N₂O₂
  • Molecular Weight 334.41
  • Synonym(s) Bis((S)-4-benzyl-4,5-dihydrooxazol-2-yl)methane
  • SMILES C1(CC2=N[C@@H](CC3=CC=CC=C3)CO2)=N[C@@H](CC4=CC=CC=C4)CO1

Description

This chiral bis-oxazole scaffold features a methylene-bridged dimeric architecture with phenylmethyl-substituted oxazole rings, offering enhanced rigidity and stereochemical stability. Designed for asymmetric synthesis applications, it serves as a modular ligand platform in transition metal catalysis and enables precise control in complex molecular assembly.

Application

(4S,4'S)-2,2'-Methylenebis[4,5-dihydro-4-(phenylmethyl)oxazole] serves as a robust chiral auxiliary in asymmetric synthesis, enabling stereoselective C–C bond formation through well-established enolate chemistry. Its rigid bis-oxazoline framework provides excellent stereocontrol and bench stability, facilitating efficient metal coordination in catalytic systems. The structure exhibits high functional group tolerance and simplifies purification due to its crystalline nature, making it suitable for scalable applications in medicinal chemistry and natural product synthesis.

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   3.4565
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   6

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