500997-69-3

Basic information

• Product Name: (11AR)-(+)-10,11,12,13-TETRAHYDRODIINDENO[7,1-DE:1',7'-FG][1,3,2]DIOXAPHOSPHOCIN-5-BIS(R)-1PHENYLETHYL]AMINE
• Synonyms: (11AR)-(+)-10,11,12,13-TETRAHYDRODIINDENO[7,1-DE:1',7'-FG][1,3,2]DIOXAPHOSPHOCIN-5-BIS(R)-1PHENYLETHYL]AMINE;(11AS)-(-)-10,11,12,13-TETRAHYDRODIINDENO[7,1-DE:1',7'-FG][1,3,2]DIOXAPHOSPHOCIN-5-BIS(R)-1-PHENYLETHYL]AMINE;(S)-SIPHOS-PE;(R)-SIPHOS-PE;N-DI[(R)-1-PHENYLETHYL]-[(R)-1,1'-SPIROBIINDANE-7,7'-DIYL]-PHOSPHORAMIDITE;N-DI[(R)-1-PHENYLETHYL]-[(S)-1,1'-SPIROBIINDANE-7,7'-DIYL]-PHOSPHORAMIDITE;(11aR)-(+)-10,11,12,13-Tetrahydrodiindeno[7,1-de:1',7'-fg][1,3,2]dioxaphosphocin-5-bis[(R)-1-phenylethyl]amine,min.98%(R)-SIPHOS-PE;N-Di[(R)-1-phenylethyl]-[(R)-1,1'-spirobiindane-7,7'-diyl]-phosphoramidite ,98%
• CAS NO: 500997-69-3
• Molecular Formula: C33H32NO2P
• Molecular Weight: 505.59
• Product Categories: Chiral Phosphine;Chiral Spiro Ligand;CPN
• Mol File: 500997-69-3.mol
• Article Data: 0

Chemical Properties

• Melting Point: 98-100°C
• Boiling Point: 617.8±65.0 °C(Predicted)
• Appearance: white/solid
• Storage Temp.: ?20°C
• PKA: 0.40±0.20(Predicted)
• Sensitive: moisture sensitive
• CAS DataBase Reference: (11AR)-(+)-10,11,12,13-TETRAHYDRODIINDENO[7,1-DE:1',7'-FG][1,3,2]DIOXAPHOSPHOCIN-5-BIS(R)-1PHENYLETHYL]AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: (11AR)-(+)-10,11,12,13-TETRAHYDRODIINDENO[7,1-DE:1',7'-FG][1,3,2]DIOXAPHOSPHOCIN-5-BIS(R)-1PHENYLETHYL]AMINE(500997-69-3)
• EPA Substance Registry System: (11AR)-(+)-10,11,12,13-TETRAHYDRODIINDENO[7,1-DE:1',7'-FG][1,3,2]DIOXAPHOSPHOCIN-5-BIS(R)-1PHENYLETHYL]AMINE(500997-69-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37
• WGK Germany: 3
• Hazardous Substances Data: 500997-69-3(Hazardous Substances Data)

Usage

Reaction

Chiral ligands for copper-catalyzed asymmetric allylic alkylation with dialkylzincs. Chiral ligands for copper-catalyzed asymmetric conjugate addition of diethylzinc to enones. Chiral ligands for palladium-catalyzed asymmetric hydrosilylation of styrenes Chiral ligands for copper-catalyzed asymmetric ring-opening of oxabicyclic alkenes with Grignard reagents. Chiral ligands for nickel-catalyzed asymmetric hydrovinylation of α-alkyl vinylarenes. Chiral ligands for iridium-catalyzed asymmetric hydrogenation of cyclic enamines. Chiral ligands for iridium-catalyzed asymmetric hydrogenation of cyclic imines. Chiral ligands for gold-catalyzed asymmetric [2 + 2] cycloaddition reaction. Chiral ligands for rhodium-catalyzed asymmetric hydroacylation of salicylaldehydes to homoallylic sulfides. Chiral ligands for palladium-catalyzed asymmetric carboamination reactions.

Uses

(R)-SIPHOS-PE can be used as:A catalyst in the preparation of tricyclic alkaloid (+)-aphanorphine via asymmetric carboamination and Friedel?Crafts reaction.A ligand in the synthesis of chiral ketones via hydroacylation of olefins using salicylaldehyde derivatives.A ligand in the enantioselective synthesis of substituted pyrrolidine derivatives via Pd-catalyzed alkene aminoarylation reactions.