500997-70-6

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: (R)-SIPHOS-PE;(S)-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;(11AS)-(-)-10,11,12,13-TETRAHYDRODIINDENO[7,1-DE:1',7'-FG][1,3,2]DIOXAPHOSPHOCIN-5-BIS(R)-1-PHENYLETHYL]AMINE;(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,min.98%(S)-SIPHOS-PE;(11aS)-(-)-10,11,12,13-Tetrahydrodiindeno[7,1-de:1μ, 7μ-fg][1,3,2]dioxaphosphocin-5-bis[(R)-1-phenylethyl]amine, N-Di[(R)-1-phenylethyl]-[(S)-1,1μ-spirobiindane-7,7μ-diyl]-phosphoramidite
• CAS NO: 500997-70-6
• Molecular Formula: C33H32NO2P
• Molecular Weight: 505.59
• Product Categories: Chiral Phosphine;Chiral Spiro Ligand;CPN
• Mol File: 500997-70-6.mol
• Article Data: 0

Chemical Properties

• Melting Point: 99-101°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(500997-70-6)
• 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(500997-70-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37
• WGK Germany: 3
• Hazardous Substances Data: 500997-70-6(Hazardous Substances Data)

Usage

Description

(11AR)-(+)-10,11,12,13-TETRAHYDRODIINDENO[7,1-DE:1',7'-FG][1,3,2]DIOXAPHOSPHOCIN-5-BIS(R)-1PHENYLETHYL]AMINE, also known as (S)-SIPHOS-PE, is a chiral spiro phosphoramidate ligand with unique structural features. It plays a crucial role in various chemical reactions and synthesis processes due to its chiral nature and ability to form stable complexes with metal catalysts.

Uses

Used in Pharmaceutical Industry:
(S)-SIPHOS-PE is used as a chiral ligand for the synthesis of enantioselective compounds, which are essential in the development of pharmaceutical drugs. Its ability to form stable complexes with metal catalysts enhances the selectivity and yield of the desired enantiomer, leading to more effective and safer medications.
Used in Chemical Synthesis:
(S)-SIPHOS-PE is used as a chiral ligand in the synthesis of spiroindolenines through Pd-catalyzed intramolecular dearomative arylation of haloaryl-3-substituted indoles. This reaction allows for the formation of complex molecular structures with high enantioselectivity, which is crucial for the development of new pharmaceuticals and other specialty chemicals.
Used in Organic Chemistry Research:
(S)-SIPHOS-PE is used as a chiral ligand in the enantioselective conjugate addition of diethylzinc (Et2Zn) to cyclic enones, catalyzed by Cu. This reaction provides a versatile method for the synthesis of chiral compounds with potential applications in various fields, including pharmaceuticals, agrochemicals, and materials science.
Used in Natural Product Synthesis:
(S)-SIPHOS-PE is used as a chiral ligand in the synthesis of octaketide natural products via rhodium-phosphoramidite catalyzed alkene hydroacylation. This method allows for the efficient and enantioselective synthesis of complex natural products, which can be used as lead compounds for drug discovery or as valuable chemical entities in their own right.