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CS-W001157 4
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(3aS,8aR)-2-(2-(diphenylphosphanyl)phenyl)-3a,8a-dihydro-8H-indeno[1,2-d]oxazole

  • CAS No. 201409-47-4

  • Cat. No. CS-0145056
  • Purity≥97%
  • MDL No.None

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

(3aS,8aR)-2-(2-(diphenylphosphanyl)phenyl)-3a,8a-dihydro-8H-indeno[1,2-d]oxazole|CS-0145056

Structure of 201409-47-4

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General Information

  • CAS No. 201409-47-4
  • Cat. No. CS-0145056
  • Purity ≥97%
  • MDL No. None
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₈H₂₂NOP
  • Molecular Weight 419.45
  • Synonym(s) (3aS,8aR)-2-(2-diphenylphosphinophenyl)-3a,8a-dihydroindane[1,2-d]oxazole
  • SMILES C1(C2=CC=CC=C2P(C3=CC=CC=C3)C4=CC=CC=C4)=N[C@@H]5[C@@H](CC6=C5C=CC=C6)O1

Description

(S,R)-In-Phox is a chiral bisphosphine ligand featuring a rigid, electron-rich scaffold that enables high enantioselectivity in palladium-catalyzed cross-coupling reactions. This bench-stable, moisture-tolerant ligand integrates seamlessly into asymmetric synthesis workflows, delivering consistent stereocontrol across diverse substrates.

Application

(S,R)-In-Phox serves as a highly effective chiral ligand in palladium-catalyzed asymmetric cross-coupling reactions, enabling enantioselective C–C bond formation under mild conditions. Its robust stereochemical integrity and broad functional group tolerance facilitate reliable access to chiral biaryl scaffolds prevalent in pharmaceutical intermediates. The ligand exhibits excellent bench stability and simplifies purification, making it well-suited for scalable synthesis workflows in medicinal chemistry and process development.

Safety Information

Download SDS
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

Quality Control

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Computational Chemistry Data

  • TPSA   21.59
  • LogP   4.8876
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   4

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