ChemicalBook > Product Catalog >Chemical Reagents >Organic reagents >Phosphine ligand >(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

Request For Quotation
(11aR)-(+)-10,11,12,13-Tetrahydrodiindeno[7,1-de:1',7'-fg][1,3,2]dioxaphosphocin-5-bis(R)-1phenylethyl]amine Suppliers list
Company Name: J & K SCIENTIFIC LTD.  
Tel: 18210857532 18210857532
Email: jkinfo@jkchemical.com
Company Name: Meryer (Shanghai) Chemical Technology Co., Ltd.  
Tel: 4006356688 18621169109
Email: market03@meryer.com
Company Name: BeiJing Hwrk Chemicals Limted  
Tel: 0757-86329057 18934348241
Email: sales4.gd@hwrkchemical.com
Company Name: Tianjin Derchemist Science & Technology Co., Ltd.  
Tel: 22-58627059 13920586291
Email: zdcomcon@126.com
Company Name: Bide Pharmatech Ltd.  
Tel: 400-164-7117 18317119277
Email: product02@bidepharm.com
(11aR)-(+)-10,11,12,13-Tetrahydrodiindeno[7,1-de:1',7'-fg][1,3,2]dioxaphosphocin-5-bis(R)-1phenylethyl]amine Basic information
Reaction
Product 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;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;(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;N-Di[(R)-1-phenylethyl]-[(S)-1,1'-spirobiindane-7,7'-diyl]-phosphoramidite ,98%;(11aS)-(-)-10,11,12,13-Tetrahydrodiindeno[7,1-de:1',7'-fg][1,3,2]dioxaphosphocin-5-bis[(R)-1-phenylethyl]amine
CAS:500997-70-6
MF:C33H32NO2P
MW:505.59
EINECS:
Product Categories:Chiral Phosphine;Chiral Spiro Ligand;CPN
Mol File:500997-70-6.mol
(11aR)-(+)-10,11,12,13-Tetrahydrodiindeno[7,1-de:1',7'-fg][1,3,2]dioxaphosphocin-5-bis(R)-1phenylethyl]amine Structure
(11aR)-(+)-10,11,12,13-Tetrahydrodiindeno[7,1-de:1',7'-fg][1,3,2]dioxaphosphocin-5-bis(R)-1phenylethyl]amine Chemical Properties
Melting point 99-101°C
alpha -63.5° (c 1.0, CH2Cl2)
Boiling point 617.8±65.0 °C(Predicted)
storage temp. -20°C
pka0.40±0.20(Predicted)
form solid
color white
Optical Rotation[α]22/D 65.0°, c = 1 in chloroform
Sensitive moisture sensitive
InChIKeyZXLQLIDJAURBDD-HRPAVAKOSA-N
SMILESC[C@@H](N([C@H](C)c1ccccc1)P2Oc3cccc4CCC5(CCc6cccc(O2)c56)c34)c7ccccc7
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36/37
WGK Germany 3
Storage Class11 - Combustible Solids
Hazard ClassificationsEye Irrit. 2
Skin Irrit. 2
STOT SE 3
MSDS Information
(11aR)-(+)-10,11,12,13-Tetrahydrodiindeno[7,1-de:1',7'-fg][1,3,2]dioxaphosphocin-5-bis(R)-1phenylethyl]amine Usage And Synthesis
Reaction
  1. Chiral ligands for copper-catalyzed asymmetric allylic alkylation with dialkylzincs.
  2. Chiral ligands for copper-catalyzed asymmetric conjugate addition of diethylzinc to enones.
  3. Chiral ligands for palladium-catalyzed asymmetric hydrosilylation of styrenes
  4. Chiral ligands for copper-catalyzed asymmetric ring-opening of oxabicyclic alkenes with Grignard reagents.
  5. Chiral ligands for nickel-catalyzed asymmetric hydrovinylation of α-alkyl vinylarenes.
  6. Chiral ligands for iridium-catalyzed asymmetric hydrogenation of cyclic enamines.
  7. Chiral ligands for iridium-catalyzed asymmetric hydrogenation of cyclic imines.
  8. Chiral ligands for gold-catalyzed asymmetric [2 + 2] cycloaddition reaction.
  9. Chiral ligands for rhodium-catalyzed asymmetric hydroacylation of salicylaldehydes to homoallylic sulfides.
  10. Chiral ligands for palladium-catalyzed asymmetric carboamination reactions. 
Reactions of 500997-70-6_1
Reactions of 500997-70-6_2
Reactions of 500997-70-6_3
Reactions of 500997-70-6_4
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 materialsEthyl acetate-->Tetrahydrofuran-->Petroleum ether-->Triethylamine-->Acetone-->n-Butyllithium-->Phosphorus trichloride-->(S)-1,1'-Spirobiindane-7,7'-diol-->Calcium hydride-->(R,R)-(+)-Bis(alpha-methylbenzyl)amine hydrochloride
Tag:(11aR)-(+)-10,11,12,13-Tetrahydrodiindeno[7,1-de:1',7'-fg][1,3,2]dioxaphosphocin-5-bis(R)-1phenylethyl]amine(500997-70-6) Related Product Information
(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 Indene (Ra,S)-Ph-Bn-SIPHOX (11aR)-(+)-5,6,10,11,12,13-Hexahydro-5-phenyl-4H-diindeno[7,1-cd:17ef]phosphocin, min. 97% (R)-SITCP