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
• MDL-Nummer: MFCD08459342
• UNSPSC-Code: 12352005
• PubChem Substanz-ID: 329762229
• NACRES: NA.22

Eigenschaften

• Qualitätsniveau: 100
• Assay: 97%
• Form: powder
• Optische Aktivität: [α]22/D −65.0°, c = 1 in chloroform
• mp (Schmelzpunkt): 120-125 °C
• Funktionelle Gruppe: amine; phenyl
• Lagertemp.: −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
• InChIKey: ZXLQLIDJAURBDD-HRPAVAKOSA-N

Beschreibung

Anwendung

(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
• H-Sätze: H315,H319,H335
• P-Sätze: P261 - P305 + P351 + P338
• Gefahreneinstufungen: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: dust mask type N95 (US), Eyeshields, Gloves