437026

(S)-(+)-3,4,8,8a-Tetrahydro-8a-methyl-1,6(2H,7H)-naphthalendion

98%

• Synonym(e): (S)-(+)-8a-Methyl-1,2,3,4,6,7,8,8a-octahydro-1,6-naphthalindion, (S)-(+)-8a-Methyl-3,4,8,8a-tetrahydro-1,6(2H,7H)-naphthalendion, (S)-Miescher-Wieland Keton, Wieland-Miescher-Keton
• Empirische Formel (Hill-System): C₁₁H₁₄O₂
• CAS-Nummer: 33878-99-8
• Molekulargewicht: 178.23
• Beilstein: 1569979
• MDL-Nummer: MFCD00213797
• UNSPSC-Code: 12352115
• PubChem Substanz-ID: 24867341

Eigenschaften

• Assay: 98%
• Optische Aktivität: [α]20/D +98°, c = 1.1 in benzene
• mp (Schmelzpunkt): 50-52 °C (lit.)
• SMILES String: C[C@]12CCC(=O)C=C1CCCC2=O
• InChI: 1S/C11H14O2/c1-11-6-5-9(12)7-8(11)3-2-4-10(11)13/h7H,2-6H2,1H3/t11-/m0/s1
• InChIKey: DNHDRUMZDHWHKG-NSHDSACASA-N

Beschreibung

Anwendung

Key intermediate in the total synthesis of the macrocyclic diterpene lactone, (+)-cleomeolide. Chiral building block for enantioselective approaches to the A and C rings of taxol. Used to study selective hydrogenations of the carbon-carbon double bonds in α,β-unsaturated ketones with a new class of palladium complexes as catalysts.

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type N95 (US)