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CS-W001157 4
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(4R)​-2-​[2-​(Diphenylphosphino)​phenyl]​-​4,​5-​dihydro-​4-​(phenylmethyl)​oxazole

  • CAS No. 314020-70-7

  • Cat. No. CS-0087688
  • Purity≥95%
  • MDL No.None

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

(4R)​-2-​[2-​(Diphenylphosphino)​phenyl]​-​4,​5-​dihydro-​4-​(phenylmethyl)​oxazole|CS-0087688

Structure of 314020-70-7

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General Information

  • CAS No. 314020-70-7
  • Cat. No. CS-0087688
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₈H₂₄NOP
  • Molecular Weight 421.47
  • Synonym(s) (R)-4-benzyl-2-(2-(diphenylphosphino)phenyl)-4,5-dihydrooxazole
  • SMILES C1(P(C2=CC=CC=C2)C3=CC=CC=C3)=C(C4=N[C@H](CC5=CC=CC=C5)CO4)C=CC=C1

Description

(R)-Bn-Phox is a bench-stable chiral ligand featuring a benzyl-protected phosphine oxide moiety, designed for asymmetric catalysis. The rigid (R)-configuration enables high enantioselectivity in transition metal-catalyzed transformations, particularly in palladium- and rhodium-mediated cross-couplings. This derivative integrates seamlessly into synthetic workflows requiring stereocontrol with minimal handling complexity.

Application

(R)-Bn-Phox serves as a chiral auxiliary in asymmetric synthesis, enabling stereoselective transformations through well-established enolate chemistry. Its benzyl-protected oxazoline framework provides bench stability, excellent functional group tolerance, and facilitates efficient purification. This reagent functions reliably in standard alkylation and conjugate addition protocols, offering predictable stereocontrol for the construction of complex chiral building blocks.

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   21.59
  • LogP   4.8329
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   6

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