132949-19-0

Basic information

• Product Name: β-ethoxycarbonyl-γ-phenyl-γ-butyrolactone
• Synonyms: β-ethoxycarbonyl-γ-phenyl-γ-butyrolactone
• CAS NO: 132949-19-0
• Molecular Weight: 234.252
• Mol File: 132949-19-0.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: β-ethoxycarbonyl-γ-phenyl-γ-butyrolactone(CAS DataBase Reference)
• NIST Chemistry Reference: β-ethoxycarbonyl-γ-phenyl-γ-butyrolactone(132949-19-0)
• EPA Substance Registry System: β-ethoxycarbonyl-γ-phenyl-γ-butyrolactone(132949-19-0)

Safety Data

• Hazardous Substances Data: 132949-19-0(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 97149-57-0 2,2-Diethoxy-cyclopropanecarboxylic acid ethyl ester 
• 10539-50-1 diethyl 2-benzoylsuccinate 
• 53684-30-3 ethyl cis-5-oxo-2-phenyl-tetrahydrofuran-3-carboxylate 
• 56579-54-5 Ethyl 2,2-dimethoxycyclopropane-1-carboxylate 
• 103-36-6 ethyl 3-phenyl-2-propenoate 
• 64-19-7 acetic acid 
• 64-17-5 ethanol 
• 13389-88-3 5-oxo-2-phenyl-tetrahydro-furan-3-carboxylic acid 

Downstream Products

• 32980-29-3 β-ethoxycarbonyl-γ-phenylbutyric acid 
• 5653-88-3 trans-phenylitaconic acid 
• 1084874-78-1 ethyl (2R,3R)-(-)-trans-5-oxo-2-phenyl-tetrahydrofuran-3-carboxylate 
• 1084874-76-9 ethyl (2S,3S)-(+)-trans-5-oxo-2-phenyl-tetrahydrofuran-3-carboxylate 
• 1084874-73-6 ethyl (2R,3S)-(+)-cis-5-oxo-2-phenyl-tetrahydrofuran-3-carboxylate 
• 1084874-77-0 ethyl (2S,3R)-(-)-cis-5-oxo-2-phenyl-tetrahydrofuran-3-carboxylate 
• 53684-30-3 ethyl trans-5-oxo-2-phenyl-tetrahydrofuran-3-carboxylate 
• 1027931-13-0 2-Chlorocarbonylmethyl-3-phenyl-propionic acid ethyl ester 

Relevant articles and documents

Chemoenzymatic and yeast-catalysed synthesis of diastereomeric ethyl γ-phenyl and γ-(n-pyridyl)paraconates

The synthesis of γ-phenyl and γ-(n-pyridyl)paraconates was accomplished by chemical reduction of their respective ketodiester precursors followed by cyclisation of the resulting hydroxy diester intermediates. The cis- and trans-lactones thus obtained were separated and separately subjected to enzymatic hydrolysis with HLAP. The cis-lactonic esters had enantiomeric excesses ranging from 94% to 99%, while for the trans-isomers the ee's ranged from 80% to 93%. The same ketodiester precursors were subjected to reduction with a series of yeasts. The absolute configuration of trans-(-)-2-pyridyl paraconic acid was assigned by means of X-ray analysis of its hydrobromide salt, while the absolute configurations of the other lactones were determined via analysis of their respective CD curves.

Novel Carboxymethylation of Styrene Derivatives by Mn(3+)-Mediated Electrooxidation

Anodic oxidation in a mixed solvent of acetic acid and acetic anhydride containing a variety of styrene derivatives, small amounts of Mn(OAc)2*4H2O and Cu(OAc)2*H2O brought about a facile carboxymethylation to give the corresponding γ-butyrolactones as the main products in good yields.

Diastereoselective Synthesis of γ-Lactones by the Aldol-Type Reaction of Ethyl 2,2-Dialkoxycyclopropanecarboxylates with Aldehydes

Ethyl 2,2-dialkoxycyclopropanecarboxylates, considered as three carbon 1,3-dipole equivalents, reacted smoothly with aldehydes in the presence of titanium(IV) bromide to give γ-lactones in good yields with high diastereoselectivity.