118627-07-9

Basic information

• Product Name: 1-Propanone, 2-(acetyloxy)-1-phenyl-, (2R)-
• CAS NO: 118627-07-9
• Molecular Formula: C11H12O3
• Molecular Weight: 192.214
• Mol File: 118627-07-9.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: 1-Propanone, 2-(acetyloxy)-1-phenyl-, (2R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Propanone, 2-(acetyloxy)-1-phenyl-, (2R)-(118627-07-9)
• EPA Substance Registry System: 1-Propanone, 2-(acetyloxy)-1-phenyl-, (2R)-(118627-07-9)

Safety Data

• Hazardous Substances Data: 118627-07-9(Hazardous Substances Data)

Upstream product

• 36394-75-9 (S)-2-acetoxypropanoyl chloride 
• 71-43-2 benzene 
• 108-22-5 Isopropenyl acetate 
• 5650-40-8 (S)-2-hydroxypropiophenone 
• 13266-91-6 (Z)-1-phenylprop-1-en-1-yl acetate 
• 64-19-7 acetic acid 
• 93-55-0 1-phenyl-propan-1-one 
• 1443215-57-3 3-oxo-3-phenylprop-1-en-2-yl acetate 
• 579-07-7 1-Phenylpropane-1,2-dione 
• 132604-23-0 (R)-1-(2-Phenyl-[1,3]dithian-2-yl)-ethanol 
• 118535-77-6 (R)-1-[(E)-(S)-2-(1-Methoxy-1-methyl-ethyl)-pyrrolidin-1-ylimino]-1-phenyl-propan-2-ol 
• 118535-76-5 (R)-1-[(Z)-(S)-2-Methoxymethyl-pyrrolidin-1-ylimino]-1-phenyl-propan-2-ol 
• 118535-64-1 propiophenone (S)-1-amino-2-(1'-methoxy-1'-methylethyl)pyrrolidine hydrazone 
• 107538-61-4 (S)-(+)-2-(methoxymethyl)-1-(1-phenylpropylideneamino)pyrrolidine 

Relevant articles and documents

Dual mechanisms of acid-catalyzed rearrangement of enol ester epoxides: Enantioselective formation of α-acyloxy ketones

-

Hypervalent Iodine(III)-Catalysed Enantioselective α-Acetoxylation of Ketones

An enantioselective catalytic synthesis of α-acetoxylated ketones through I(I)/I(III) catalysis using a resorcinol/lactamide-based chiral iodoarene is reported. Catalyst turnover by in situ generation of the active iodine(III) derivative is achieved by oxidation with mCPBA in the presence of acetic acid. The prior transformation of ketones to easily accessible acetyl enol ethers is beneficial and yields up to 97 percent with enantioselectivities up to 88 percent ee are obtained using only low catalyst loadings of only 5 mol percent under mild reaction conditions.

Expanding the Substrate Specificity of Thermoanaerobacter pseudoethanolicus Secondary Alcohol Dehydrogenase by a Dual Site Mutation

Here, we report the asymmetric reduction of selected phenyl-ring-containing ketones by various single- and dual-site mutants of Thermoanaerobacter pseudoethanolicus secondary alcohol dehydrogenase (TeSADH). The further expansion of the size of the substrate binding pocket in the mutant W110A/I86A not only allowed the accommodation of substrates of the single mutants W110A and I86A within the expanded active site but also expanded the substrate range of the enzyme to ketones bearing two sterically demanding groups (bulky–bulky ketones), which are not substrates for the TeSADH single mutants. We also report the regio- and enantioselective reduction of diketones with W110A/I86A TeSADH and single TeSADH mutants. The double mutant exhibited dual stereopreference to generate the Prelog products most of the time and the anti-Prelog products in a few cases.

A simple synthetic route to enantiopure α-hydroxy ketone derivatives by asymmetric hydrogenation

High enantioselectivities (up to 99% ee) have been observed for the catalytic asymmetric hydrogenation of the α-ketone enol acetates. DuanPhos has been proved to be the most effective ligand for this reaction. The high yield and enantioselectivity of the asymmetric hydrogenation of the α-ketone enol acetates represents a feasible synthetic route to important pharmaceutical building blocks: α-hydroxy ketones. Copyright