ChemicalBook > CAS DataBase List > (11AR)-(+)-10,11,12,13-TETRAHYDRODIINDENO[7,1-DE:1',7'-FG][1,3,2]DIOXAPHOSPHOCIN-5-BIS(R)-1PHENYLETHYL]AMINE
(11AR)-(+)-10,11,12,13-TETRAHYDRODIINDENO[7,1-DE:1',7'-FG][1,3,2]DIOXAPHOSPHOCIN-5-BIS(R)-1PHENYLETHYL]AMINE
Reaction- Product Name
- (11AR)-(+)-10,11,12,13-TETRAHYDRODIINDENO[7,1-DE:1',7'-FG][1,3,2]DIOXAPHOSPHOCIN-5-BIS(R)-1PHENYLETHYL]AMINE
- CAS No.
- 500997-70-6
- Chemical Name
- (11AR)-(+)-10,11,12,13-TETRAHYDRODIINDENO[7,1-DE:1',7'-FG][1,3,2]DIOXAPHOSPHOCIN-5-BIS(R)-1PHENYLETHYL]AMINE
- Synonyms
- (S)-SIPHOS-PE;(R)-SIPHOS-PE;(S)-SIPHOS-PE 97%;(SA,R,R)-SIPHOS-PE;(Sa,R,R)-SIPHOS-PE（WS200893）;N-DI[(R)-1-PHENYLETHYL]-[(S)-1,1'-SPIROBIINDANE-7,7'-DIYL]-PHOSPHORAMIDITE;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 ,98%;N,N-bis((R)-1-phenylethyl)-4,5,6,7-tetrahydrodiindeno[7,1-de:1',7'-fg][1,3,2]dioxaphosphocin-12-amine;(11aS)-10,11,12,13-Tetrahydrodiindeno[7,1-de:1',7'-fg][1,3,2]dioxaphosphocin-5-bis[(R)-1-phenylethyl]amine
- CBNumber
- CB7471614
- Molecular Formula
- C33H32NO2P
- Formula Weight
- 505.59
- MOL File
- 500997-70-6.mol
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(11AR)-(+)-10,11,12,13-TETRAHYDRODIINDENO[7,1-DE:1',7'-FG][1,3,2]DIOXAPHOSPHOCIN-5-BIS(R)-1PHENYLETHYL]AMINE Property
- Melting point:
- 99-101°C
- alpha
- -63.5° (c 1.0, CH2Cl2)
- Boiling point:
- 617.8±65.0 °C(Predicted)
- storage temp.
- -20°C
- pka
- 0.40±0.20(Predicted)
- form
- solid
- color
- white
- optical activity
- [α]22/D 65.0°, c = 1 in chloroform
- Sensitive
- moisture sensitive
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Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
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N-Bromosuccinimide Price
Sigma-Aldrich
- Product number
- 700762
- Product name
- (S)-SIPHOS-PE
- Purity
- 97%
- Packaging
- 250mg
- Price
- $244
- Updated
- 2024/03/01
Sigma-Aldrich
- Product number
- 700762
- Product name
- (S)-SIPHOS-PE
- Purity
- 97%
- Packaging
- 50mg
- Price
- $155
- Updated
- 2023/06/20
Strem Chemicals
- Product number
- 15-5163
- Product name
- (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
- Packaging
- 100mg
- Price
- $160
- Updated
- 2024/03/01
Strem Chemicals
- Product number
- 15-5163
- Product name
- (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
- Packaging
- 500mg
- Price
- $632
- Updated
- 2024/03/01
American Custom Chemicals Corporation
- Product number
- CCH0001800
- Product name
- (S)-SIPHOS-PE
- Purity
- 95.00%
- Packaging
- 250MG
- Price
- $850.14
- Updated
- 2021/12/16
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(11AR)-(+)-10,11,12,13-TETRAHYDRODIINDENO[7,1-DE:1',7'-FG][1,3,2]DIOXAPHOSPHOCIN-5-BIS(R)-1PHENYLETHYL]AMINE Chemical Properties,Usage,Production
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
(S)-SIPHOS-PE is a chiral spiro phosphoramidate ligand that can be used to synthesize:
- Spiroindolenines by Pd-catalyzed intramolecular dearomative arylation of haloaryl-3-substituted indoles.
- Enantioselective conjugate addition compound by Cu-catalyzed 1,4-addition of diethylzinc (Et2Zn) to cyclic enones.
- Octaketide natural products via rhodium-phosphoramidite catalyzed alkene hydroacylation.
(11AR)-(+)-10,11,12,13-TETRAHYDRODIINDENO[7,1-DE:1',7'-FG][1,3,2]DIOXAPHOSPHOCIN-5-BIS(R)-1PHENYLETHYL]AMINE Preparation Products And Raw materials
Raw materials
CALCIUM HYDRIDE
(R,R)-(+)-BIS(ALPHA-METHYLBENZYL)AMINE HYDROCHLORIDE
Acetone
Triethylamine
Phosphorus trichloride
Tetrahydrofuran
Ethyl acetate
PETROLEUM ETHER
(S)-1,1'-SPIROBIINDANE-7,7'-DIOL
n-Butyllithium
Preparation Products
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(11AR)-(+)-10,11,12,13-TETRAHYDRODIINDENO[7,1-DE:1',7'-FG][1,3,2]DIOXAPHOSPHOCIN-5-BIS(R)-1PHENYLETHYL]AMINE Suppliers
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500997-70-6, (11AR)-(+)-10,11,12,13-TETRAHYDRODIINDENO[7,1-DE:1',7'-FG][1,3,2]DIOXAPHOSPHOCIN-5-BIS(R)-1PHENYLETHYL]AMINERelated Search:
3A,4,7,7A-TETRAHYDROINDENE
Indene
(11AR)-(+)-10,11,12,13-TETRAHYDRODIINDENO[7,1-DE:1',7'-FG][1,3,2]DIOXAPHOSPHOCIN-5-BIS(R)-1PHENYLETHYL]AMINE