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.
- 500997-69-3
- Chemical 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;(RA,R,R)-SIPHOS-PE;(R)-SIPHOS-PE 97%;(11AR)-(+)-10,11,12,13-TETRAHYDRODIINDENO[7,1-DE;1',7'-FG][1,3,2]DIOXAPHOSPHOCIN-5-BIS(R)-1PHENYLETHYL]AMINE;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]-[(R)-1,1'-spirobiindane-7,7'-diyl]-phosphoramidite ,98%;N,N-bis[(1R)-1-phenylethyl]-4,5,6,7-tetrahydroiindeno[7,1-de:1',7'-fg][1,3,2]dioxaphosphocin-12-amine
- CBNumber
- CB4471613
- Molecular Formula
- C33H32NO2P
- Formula Weight
- 505.59
- MOL File
- 500997-69-3.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:
- 98-100°C
- alpha
- +300° (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 +337°, c = 1 in chloroform
- Sensitive
- moisture sensitive
- InChIKey
- ZXLQLIDJAURBDD-HRPAVAKOSA-N
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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
- 700770
- Product name
- (R)-SIPHOS-PE
- Purity
- 97%
- Packaging
- 50mg
- Price
- $190
- Updated
- 2022/05/15
Strem Chemicals
- Product number
- 15-5162
- Product name
- (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
- Packaging
- 100mg
- Price
- $160
- Updated
- 2024/03/01
Strem Chemicals
- Product number
- 15-5162
- Product name
- (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
- Packaging
- 500mg
- Price
- $632
- Updated
- 2024/03/01
ChemScene
- Product number
- CS-0037331
- Product name
- (R)-SIPHOS-PE
- Purity
- ≥97.0%
- Packaging
- 50mg
- Price
- $95
- Updated
- 2021/12/16
ChemScene
- Product number
- CS-0037331
- Product name
- (R)-SIPHOS-PE
- Purity
- ≥97.0%
- Packaging
- 100mg
- Price
- $185
- 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
(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.
(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
Benzyl chloride
(R,R)-(+)-BIS(ALPHA-METHYLBENZYL)AMINE HYDROCHLORIDE
Ethanol
Acetone
Sodium bromide
Methanesulfonic acid
Hydrogen peroxide
Sodium chloride
Toluene
N,N-Diisopropylethylamine
Nickel
(R,R)-(+)-BIS(ALPHA-METHYLBENZYL)AMINE HYDROCHLORIDE
Cinchonidine
Triethylamine
Boron tribromide
Palladium
3-Hydroxybenzaldehyde
Phosphorus trichloride
(R)-1,1'-SPIROBIINDANE-7,7'-DIOL
Tetrahydrofuran
Ethyl acetate
Hydrochloric acid
Sodium bicarbonate
Hydrogen
Dichloromethane
Sodium hydroxide
PETROLEUM ETHER
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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500997-69-3, (11AR)-(+)-10,11,12,13-TETRAHYDRODIINDENO[7,1-DE:1',7'-FG][1,3,2]DIOXAPHOSPHOCIN-5-BIS(R)-1PHENYLETHYL]AMINERelated Search:
(11AR)-(+)-10,11,12,13-TETRAHYDRODIINDENO[7,1-DE:1',7'-FG][1,3,2]DIOXAPHOSPHOCIN-5-BIS(R)-1PHENYLETHYL]AMINE
3A,4,7,7A-TETRAHYDROINDENE
(R,R)-(+)-BIS(ALPHA-METHYLBENZYL)AMINE HYDROCHLORIDE
(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-DIMETHYLAMINE