174417-69-7

Basic information

• Product Name: 2(3H)-Furanone, dihydro-4-[(4-methoxyphenyl)methyl]-, (4R)-
• CAS NO: 174417-69-7
• Molecular Formula: C12H14O3
• Molecular Weight: 206.241
• Mol File: 174417-69-7.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 2(3H)-Furanone, dihydro-4-[(4-methoxyphenyl)methyl]-, (4R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2(3H)-Furanone, dihydro-4-[(4-methoxyphenyl)methyl]-, (4R)-(174417-69-7)
• EPA Substance Registry System: 2(3H)-Furanone, dihydro-4-[(4-methoxyphenyl)methyl]-, (4R)-(174417-69-7)

Safety Data

• Hazardous Substances Data: 174417-69-7(Hazardous Substances Data)

Upstream product

• 374064-15-0 3-[(4-methoxyphenyl)methyl]cyclobutanone 
• 6335-37-1 2-(4-methoxybenzyl)malonic acid diethyl ester 
• 174417-67-5 Acetic acid (S)-2-methanesulfonyloxymethyl-3-(4-methoxy-phenyl)-propyl ester 
• 174417-66-4 (R)-3-hydroxy-2-(p-methoxybenzyl)propyl acetate 
• 824-94-2 p-methoxybenzyl chloride 
• 63559-26-2 2-(p-methoxybenzyl)propane-1,3-diol 
• 174417-68-6 Acetic acid (R)-3-cyano-2-(4-methoxy-benzyl)-propyl ester 
• 123-11-5 4-methoxy-benzaldehyde 

Downstream Products

• 1316843-77-2 (3R,4R)-3-(4-benzyloxy-3-methoxybenzyl)-4-(4-methoxybenzyl)dihydrofuran-2(3H)-one 
• 72150-17-5 eptazocine hydrobromide 
• 174417-71-1 (R)-3-{[(2-Ethoxycarbonyl-ethyl)-methyl-amino]-methyl}-4-(4-methoxy-phenyl)-butyric acid ethyl ester 
• 174417-72-2 (R)-1-methyl-3-(p-methoxybenzyl)-5-oxo-2,3,4,5,6,7-hexahydro-1H-azepine 
• 174417-70-0 ethyl (R)-4-chloro-3-(p-methoxybenzyl)butylate 

Relevant articles and documents

Chiral aluminum complexes as catalysts in asymmetric Baeyer-Villiger reactions of cyclobutanones

BINOL-aluminum complexes were successfully employed as mediators and catalysts in asymmetric Baeyer-Villiger rearrangements of cyclobutanones. Good enantioselectivies were achieved with only 15 mol% of the chosen chiral Lewis acid. The enantiomeric excesses obtained have never been reached before in such metal-catalyzed Baeyer-Villiger reactions.

First chemo-enzymatic synthesis of the (R)-Taniguchi lactone and substrate profiles of CAMO and OTEMO, two new Baeyer–Villiger monooxygenases

Abstract: This study investigates the substrate profile of cycloalkanone monooxygenase and 2-oxo-Δ3-4,5,5-trimethylcyclopentenylacetyl-coenzyme A monooxygenase, two recently discovered enzymes of the Baeyer–Villiger monooxygenase family, used as whole-cell biocatalysts. Biooxidations of a diverse set of ketones were performed on analytical scale: desymmetrization of substituted prochiral cyclobutanones and cyclohexanones, regiodivergent oxidation of terpenones and bicyclic ketones, as well as kinetic resolution of racemic cycloketones. We demonstrated the applicability of the title enzymes in the enantioselective synthesis of (R)-(?)-Taniguchi lactone, a building block for the preparation of various natural product analogs such as ent-quinine. Graphical abstract: [Figure not available: see fulltext.]

Comparing the stereoselective biooxidation of cyclobutanones by recombinant strains expressing bacterial baeyer - Villiger monooxygenases

Microbial Baeyer - Villiger oxidation of representative prochiral ketones with a cyclobutanone structural motif was investigated using a collection of eight monooxygenases of different bacterial origin. This platform of enzymes is able to perform stereoselective biotransformations on an array of structurally diverse substrates. With several ketone precursors, biooxidations yielded enantiocomplementary butyrolactones as key intermediates for the synthesis of natural products and bioactive compounds. The microbial Baeyer - Villiger oxidation allows a facile and rapid entry to several compound classes in a desymmetrization reaction upon de novo generation of chirality.