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CS-W001157 4
Total: USD 88.00

(S)-Bn-PHOX

  • CAS No. 148461-13-6

  • Cat. No. CS-0029496
  • Molecule weight421.47
  • Purity≥96%
  • MDL No.None

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

(S)-Bn-PHOX|CS-0029496

Structure of 148461-13-6

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General Information

  • CAS No. 148461-13-6
  • Cat. No. CS-0029496
  • Purity ≥96%
  • MDL No. None
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₈H₂₄NOP
  • Molecular Weight 421.47
  • Synonym(s) (4S)-2-[2-(Diphenylphosphino)phenyl]-4,5-dihydro-4-(phenylmethyl)oxazole; (+)-(4S)-4-Benzyl-4,5-dihydro-2--4-oxazole
  • 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

(S)-Bn-PHOX is a bench-stable chiral ligand featuring a phenoxazinone scaffold with a benzyl-protected hydroxyl group. This configuration delivers high enantioselectivity in transition-metal-catalyzed asymmetric reactions, particularly in palladium- and copper-mediated couplings. The rigid framework enhances stereocontrol, while the protecting group enables straightforward handling and purification.

Application

(S)-Bn-PHOX serves as a highly effective chiral ligand in palladium-catalyzed asymmetric cross-coupling reactions, enabling enantioselective C–C bond formation with broad functional group tolerance. Its bench-stable nature and predictable stereocontrol facilitate reliable synthesis of chiral biaryl scaffolds, commonly encountered in pharmaceutical intermediates and agrochemicals.

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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