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(R)-tBu-Phox

  • CAS No. 164858-79-1

  • Cat. No. CS-0088022
  • Purity≥95%
  • MDL No.MFCD06799049

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

(R)-tBu-Phox|CS-0088022

Structure of 164858-79-1

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General Information

  • CAS No. 164858-79-1
  • Cat. No. CS-0088022
  • Purity ≥95%
  • MDL No. MFCD06799049
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₅H₂₆NOP
  • Molecular Weight 387.45
  • Synonym(s) (4S)-tert-Butyl-2-[2-(diphenylphosphino)phenyl]-4,5-dihydrooxazole
  • SMILES CC(C)(C)[C@H](CO1)N=C1C2=C(P(C3=CC=CC=C3)C4=CC=CC=C4)C=CC=C2

Description

(R)-tBu-Phox is a bench-stable, sterically hindered chiral phosphine ligand featuring a bulky tert-butyl group and a phenyl moiety. This configuration enhances enantioselectivity in palladium-catalyzed cross-coupling reactions, enabling efficient asymmetric synthesis under standard conditions.

Application

(R)-tBu-Phox serves as a highly effective chiral ligand in palladium-catalyzed cross-coupling reactions, enabling enantioselective C–C bond formation under mild conditions. Its bulky tert-butyl group enhances steric control and improves catalyst stability, while the phosphine oxide functionality facilitates ligand coordination and ease of purification. This robust configuration supports high enantiomeric excess in Suzuki-Miyaura and Negishi couplings, making (R)-tBu-Phox a reliable choice for asymmetric synthesis in pharmaceutical and agrochemical R&D.

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   21.59
  • LogP   4.6363
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   4

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