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

  • CAS No. 212312-33-9

  • Cat. No. CS-0145054
  • Purity≥97%
  • MDL No.None

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

(3aR,8aS)-2-(2-(Diphenylphosphanyl)phenyl)-3a,8a-dihydro-8H-indeno[1,2-d]oxazole|CS-0145054

Structure of 212312-33-9

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General Information

  • CAS No. 212312-33-9
  • Cat. No. CS-0145054
  • 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) (3aR,8aS)-2[2-(diphenylphosphanyl)phenyl]-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

(R,S)-In-Phox is a chiral phosphine ligand featuring a bulky, electron-rich architecture that enhances catalytic efficiency in palladium-catalyzed cross-coupling reactions. This bench-stable ligand delivers high selectivity and reproducible yields under standard conditions, enabling robust C–C bond formation with diverse substrates.

Application

(R,S)-In-Phox serves as a robust, bench-stable chiral ligand for transition-metal-catalyzed asymmetric transformations, particularly in palladium- and rhodium-mediated reactions. Its modular structure enables high enantioselectivity in C–C bond formations, including allylic alkylation and hydrogenation processes. The ligand exhibits excellent functional group tolerance and facilitates straightforward purification, making it well-suited for iterative synthesis and process-scale applications in medicinal chemistry workflows.

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   4.8876
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   4

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