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Ethyl 3-oxo-4-(triphenylphosphoranylidene)butyrate

ALDRICH/420670 - 97%

Synonym: 3-Oxo-4-(triphenylphosphoranylidene)butanoic acid ethyl ester; 4-(Triphenylphosphoranylidene)acetoacetic acid ethyl ester; [3-(Ethoxycarbonyl)-2-oxopropylidene]triphenylphosphorane

CAS Number: 13148-05-5
Empirical Formula (Hill Notation): C24H23O3P
Molecular Weight: 390.41
MDL Number: MFCD00192162
Linear Formula: (C6H5)3P=CHCOCH2CO2C2H5
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-420670-5G 5 g
 DISCONTINUED  

 

assay 97%
functional group ester
  ketone
  phosphine
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
InChI key QYXSFVCJCUXGJH-UHFFFAOYSA-N
Quality Level 100 
reaction suitability reaction type: C-C Bond Formation
SMILES string CCOC(=O)CC(=O)C=P(c1ccccc1)(c2ccccc2)c3ccccc3
Application: Can be coupled with glyoxals in a one-step route to 4-hydroxycyclopentanones. Also used to prepare 2H-pyran-2-ones from oxazolones.
Application: 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
Packaging: 5 g in glass bottle
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity 97%
UNSPSC 12352108

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