700762

(S)-SIPHOS-PE

97%

• Synonym(e): (11aS)-(−)-10,11,12,13-Tetrahydrodiindeno[7,1-de:1′, 7′-fg][1,3,2]dioxaphosphocin-5-bis-[(R)-1-phenylethyl]-amin, N-Di-[(R)-1-phenylethyl]-[(S)-1,1′-spirobiindan-7,7′-diyl]-phosphoramidit
• Empirische Formel (Hill-System): C₃₃H₃₂NO₂P
• CAS-Nummer: 500997-70-6
• Molekulargewicht: 505.59
• NACRES: NA.22
• PubChem Substance ID: 329762229
• UNSPSC Code: 12352005
• MDL number: MFCD08459342

Eigenschaften

• Quality Segment: 100
• assay: 97%
• form: powder
• optical activity: [α]22/D −65.0°, c = 1 in chloroform
• reaction suitability: reagent type: chrial catalyst
• mp: 120-125 °C
• functional group: amine, phenyl
• storage temp.: −20°C
• SMILES string: C[C@@H](N([C@H](C)c1ccccc1)P2Oc3cccc4CCC5(CCc6cccc(O2)c56)c34)c7ccccc7
• InChI: 1S/C33H32NO2P/c1-23(25-11-5-3-6-12-25)34(24(2)26-13-7-4-8-14-26)37-35-29-17-9-15-27-19-21-33(31(27)29)22-20-28-16-10-18-30(36-37)32(28)33/h3-18,23-24H,19-22H2,1-2H3/t23-,24-,33?/m1/s1
• InChI key: ZXLQLIDJAURBDD-HRPAVAKOSA-N

Beschreibung

Application

(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.

Sicherheitshinweise

• Piktogramme: GHS07
• Signalwort: Warning
• Gefahrencodes: H315,H319,H335
• Sicherheitshinweise: P261 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Lagerklasse: 11 - Combustible Solids
• Was ist los?: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• PSA (Persönliche Schutzausrüstung): dust mask type N95 (US), Eyeshields, Gloves