420670

Ethyl-3-oxo-4-(triphenylphosphoranyliden)butyrat

97%

• Synonym(e): 3-Oxo-4-(triphenylphosphoranylidene)butanoic acid ethyl ester, 4-(Triphenylphosphoranylidene)acetoacetic acid ethyl ester, [3-(Ethoxycarbonyl)-2-oxopropylidene]triphenylphosphorane
• Lineare Formel: (C₆H₅)₃P=CHCOCH₂CO₂C₂H₅
• CAS-Nummer: 13148-05-5
• Molekulargewicht: 390.41
• MDL-Nummer: MFCD00192162
• UNSPSC-Code: 12352108
• PubChem Substanz-ID: 24866344
• NACRES: NA.22

Eigenschaften

• Assay: 97%
• Eignung der Reaktion: reaction type: C-C Bond Formation
• SMILES String: CCOC(=O)CC(=O)C=P(c1ccccc1)(c2ccccc2)c3ccccc3
• InChI: 1S/C24H23O3P/c1-2-27-24(26)18-20(25)19-28(21-12-6-3-7-13-21,22-14-8-4-9-15-22)23-16-10-5-11-17-23/h3-17,19H,2,18H2,1H3
• InChIKey: QYXSFVCJCUXGJH-UHFFFAOYSA-N

Beschreibung

Anwendung

Can be coupled with glyoxals in a one-step route to 4-hydroxycyclopentanones. Also used to prepare 2H-pyran-2-ones from oxazolones.

Reactant for stereoselective synthesis of:

• Polysubstituted cyclopentanones via double Michael addition reactions
• Hydroindanes via asymmetric quadruple aminocatalytic three-component domino condensation and spirocyclization
• Oxocyclohexenecarboxylates by cyclocondensation

Reactant for preparation of:

• γ-(Dioxobutylidene)butenolides
• Chain conjugated 2H-pyran-5-carboxylates
• 2-Substituted pyridoacridines with antitumor activity by means of thermolysis

Sicherheitshinweise

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