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CS-W001157 4
Total: USD 88.00

(4R,4'R)-2,2'-(Pentane-3,3-diyl)bis(4-phenyl-4,5-dihydrooxazole)

  • CAS No. 195515-48-1

  • Cat. No. CS-0097853
  • Purity≥97%
  • MDL No.None

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

(4R,4'R)-2,2'-(Pentane-3,3-diyl)bis(4-phenyl-4,5-dihydrooxazole)|CS-0097853

Structure of 195515-48-1

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General Information

  • CAS No. 195515-48-1
  • Cat. No. CS-0097853
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₃H₂₆N₂O₂
  • Molecular Weight 362.46
  • Synonym(s) (4R,4'R)-2,2'-[2-phenyl-1-(phenylmethyl)ethylidene]bis[4,5-dihydro-4-phenyl-Oxazole
  • SMILES CCC(C1=N[C@H](C2=CC=CC=C2)CO1)(C3=N[C@H](C4=CC=CC=C4)CO3)CC

Description

This chiral bisoxazole features a rigid pentane-3,3-diyl spacer linking two 4-phenyl-4,5-dihydrooxazole units, enabling precise spatial control in asymmetric synthesis. The (4R,4'R) stereochemistry ensures high diastereoselectivity in cyclization reactions, while the phenyl groups enhance π-stacking interactions. Bench-stable and moisture-tolerant, it integrates seamlessly into catalytic systems requiring defined three-dimensional architecture.

Application

(4R,4'R)-2,2'-(Pentane-3,3-diyl)bis(4-phenyl-4,5-dihydrooxazole) serves as a chiral bis-oxazoline scaffold with high bench stability and excellent functional group tolerance. It functions as a versatile ligand in asymmetric catalysis, enabling efficient enantioselective transformations through robust metal coordination. Its rigid, C2-symmetric structure facilitates reproducible stereocontrol in cross-coupling and cycloaddition reactions, making it a practical choice for scalable synthetic applications 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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   43.18
  • LogP   5.1328
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   6

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