1084874-77-0

Basic information

• Product Name: ethyl (2S,3R)-(-)-cis-5-oxo-2-phenyl-tetrahydrofuran-3-carboxylate
• CAS NO: 1084874-77-0
• Molecular Weight: 234.252
• Mol File: 1084874-77-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: ethyl (2S,3R)-(-)-cis-5-oxo-2-phenyl-tetrahydrofuran-3-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl (2S,3R)-(-)-cis-5-oxo-2-phenyl-tetrahydrofuran-3-carboxylate(1084874-77-0)
• EPA Substance Registry System: ethyl (2S,3R)-(-)-cis-5-oxo-2-phenyl-tetrahydrofuran-3-carboxylate(1084874-77-0)

Safety Data

• Hazardous Substances Data: 1084874-77-0(Hazardous Substances Data)

Upstream product

• 53684-30-3 ethyl cis-5-oxo-2-phenyl-tetrahydrofuran-3-carboxylate 

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.