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Oxazole, 2,2′-[(phenylphosphinidene)di-2,1-phenylene]bis[4-(1,1-dimethylethyl)-4,5-dihydro-, (4S,4′S)-

  • CAS No. 642491-11-0

  • Cat. No. CS-0655916
  • Purity≥96%
  • MDL No.None

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

Oxazole, 2,2′-[(phenylphosphinidene)di-2,1-phenylene]bis[4-(1,1-dimethylethyl)-4,5-dihydro-, (4S,4′S)-|CS-0655916

Structure of 642491-11-0

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General Information

  • CAS No. 642491-11-0
  • Cat. No. CS-0655916
  • Purity ≥96%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃₂H₃₇N₂O₂P
  • Molecular Weight 512.62
  • Synonym(s) None
  • SMILES CC(C)(C)[C@H](CO1)N=C1C2=C(P(C3=CC=CC=C3)C4=C(C5=N[C@@H](C(C)(C)C)CO5)C=CC=C4)C=CC=C2

Description

This oxazole features a chiral, sterically hindered bis(oxazoline) architecture anchored by a phenylphosphinidene bridge, delivering high selectivity in asymmetric catalysis. The (4S,4′S)-configuration and tert-butyl substituents confer exceptional stability and solubility under standard reaction conditions.

Application

This chiral bis(oxazole) ligand functions as a robust, bench-stable phosphine surrogate in transition metal catalysis, enabling efficient asymmetric transformations. Its sterically encumbered 4-tert-butyl substituents enhance selectivity and stability, while the rigid biphenyl backbone ensures defined spatial orientation. Designed for use in Pd-catalyzed cross-couplings and related processes, it facilitates high enantioselectivity with broad functional group tolerance and ease of purification.

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-P280-P302+P352

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Computational Chemistry Data

  • TPSA   43.18
  • LogP   5.8278
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   5

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