111138-03-5

Basic information

• Product Name: 2(3H)-Furanone, dihydro-5-phenyl-, (5R)-
• CAS NO: 111138-03-5
• Molecular Formula: C10H10O2
• Molecular Weight: 162.188
• Mol File: 111138-03-5.mol
• Article Data: 39

Chemical Properties

• CAS DataBase Reference: 2(3H)-Furanone, dihydro-5-phenyl-, (5R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2(3H)-Furanone, dihydro-5-phenyl-, (5R)-(111138-03-5)
• EPA Substance Registry System: 2(3H)-Furanone, dihydro-5-phenyl-, (5R)-(111138-03-5)

Safety Data

• Hazardous Substances Data: 111138-03-5(Hazardous Substances Data)

Upstream product

• 126252-15-1 γ-phenyl-γ-hydroxybutyric acid methylester 
• 87768-37-4 ethyl 4-phenyl-4-[(trimethylsilyl)oxy]butanoate 
• 1258208-47-7 (2S,5R)-2-ethoxy-5-phenyltetrahydrofuran 
• 1008-76-0 4,5-dihydro-5-phenyl-2(3H)-furanone 
• 53166-48-6 N-methyl-4-hydroxy-4-phenylbutanamide 
• 108-86-1 bromobenzene 
• 23132-30-1 5-Hydroxy-1-methyl-5-phenylpyrrolidin-2-one 
• 98-86-2 acetophenone 
• 583-06-2 3-benzoylacrylic acid 
• 34674-93-6 4-hydroxy-4-phenylbutanoic acid 
• 157954-71-7 4,4-Bis(phenylthio)-1-phenyl-3-butenyl acetate 
• 154968-27-1 (R)-4-hydroxy-4-phenylbutanenitrile 
• 5343-98-6 4-oxo-4-phenylbutanenitrile 
• 42436-86-2 2-phenylcyclobutanone 

Downstream Products

• 131516-05-7 (R)-2-phenyl-2,3-dihydrofuran 
• 615554-05-7 (2S,3S,6R)-3-Bromo-2-methoxy-3-methyl-6-phenyl-tetrahydro-pyran 
• 615554-13-7 (2S,3S,6R)-2-Methoxy-3-methyl-6-phenyl-tetrahydro-pyran 
• 615553-97-4 (R)-5-Hydroxy-5-phenyl-pentan-2-one 
• 406218-17-5 (R)-4-hydroxy-4-phenylbutyramide 
• 90366-21-5 (+)-(R)-5-phenyl-furan-2-(5H)-one 

Relevant articles and documents

Synthesis of Optically Active 4-Hydroxyalkanenitriles via an Enzymatic Reaction

Lipase-catalyzed enantioselective hydrolysis of esters of 4-hydroxyalkanenitriles was demonstrated for the first time.Efficient optical resolution was achieved when (+/-)-3-cyano-1-phenylpropyl 2-(phenylthio)acetate was hydrolyzed by lipase PS (Pseudomona

Asymmetric hydrogenation reaction γ - or δ - ketonato compound (by machine translation)

The invention relates to the field, of organic chemistry, specifically γ - or δ - keto acid compound asymmetric hydrogenation reaction, reaction formula as follows : Wherein R is H,C. 1 - C6 An alkyl or halogen, is R 1 - 5 in number of substituents . wherein n is 1 or 2;Cat. is a chiral spiro pyrimidyl phosphine ligand iridium complex . and γ - or δ - keto acid compound is subjected to an internal esterification reaction to further prepare a lactone compound. (by machine translation)

Biocatalytic Asymmetric Reduction of γ-Keto Esters to Access Optically Active γ-Aryl-γ-butyrolactones

An efficient stereoselective syntheses of a series of functionalized optically active γ-aryl-γ-butyrolactones is achieved by enzymatic asymmetric reduction of the corresponding sterically demanding γ-keto esters employing wild-type and recombinant alcohol dehydrogenases. The best stereoselectivities for the reduction via hydrogen transfer was obtained with two short chain dehydrogenases (SDRs) of complementary stereospecificity from Aromatoleum aromaticum, namely the Prelog-specific NADH-dependent (S)-1-phenylethanol dehydrogenase [(S)-PED] and the anti-Prelog-specific (R)-1-(4-hydroxyphenyl)-ethanol dehydrogenase [(R)-HPED], respectively.Biotransformations catalyzed by both enzymes, followed by TFA-catalyzed cyclization of the resulting γ-hydroxy esters, furnished the respective (S)- and (R)-configured products with exquisite optical purity (up to >99% ee). The synthetic value was demonstrated on preparative scale for the asymmetric bioreduction of the model compound, methyl 4-oxo-4-phenylbutanoate, affording optically pure (S)-γ-phenyl-γ-butyrolactone (>99% ee) in 67–74% isolated yield at 89–95% conversion depending on the applied scale. (Figure presented.).