16197-92-5

Upstream product

• 108-22-5 Isopropenyl acetate 
• 98-85-1 1-Phenylethanol 
• 2206-94-2 1-acetoxy-1-phenylethene 
• 108-24-7 acetic anhydride 
• 5177-66-2 1-ethoxyvinyl acetate 
• 1528-10-5 (Z)-1-acetoxypropene 
• 876-27-7 4-chlorophenyl acetate 
• 93-92-5 1-phenylethyl acetate 
• 155095-22-0 2-acetyl-3-phenyl-l-menthopyrazole 
• 108-05-4 vinyl acetate 
• 769-59-5 3-phenyl-butan-2-one 
• 141-78-6 ethyl acetate 
• 2146-67-0 (dichloromethyl)lithium 
• 84110-38-3 (1S,2S,3R,5S)-2α,3α-pinanediol methylboronic ester 

Downstream Products

• 1240815-92-2 (R)-4,4,5,5-tetramethyl-2-(2-phenylbutan-2-yl)-1,3,2-dioxaborolane 
• 3756-41-0 (S)-(1-chloroethyl)benzene 
• 1459-15-0 (R)-1-chloro-1-phenylethane 
• 98-85-1 1-Phenylethanol 
• 1517-69-7 (R)-1-phenylethanol 
• 124615-89-0 1-phenylethyl formate 
• 1285538-67-1 (R)-butyl(2-(1-methoxyethyl)phenyl)tellane 
• 1285538-65-9 1-(2-(butyltellanyl)phenyl)ethanol 

Relevant academic research and scientific papers

Causes of unreproducibility of C. rugosa Lipase-catalyzed reactions in slightly hydrated organic media

Lipase activity, measured as hydrolysis of tributyrin is a valid assay to quantify the lipase activity of a lyophilized crude lipase in hydrolysis reactions but it is not useful to predict the catalytic activity in lipase- catalyzed reactions in organic media. Three factors control the catalytic activity in these media: i) relative proportion of isoenzymes; ii) amount of water in the lyophilized crude enzyme and iii) amount of lipase protein in the commercial powder. Thus we propose two simple reaction tests: i) heptyl oleate synthesis (specific of lipases), ii) enantioselective esterification of (R) or (S) 2-(3-benzoyl)phenyl propionic acid. This methodology is applied to different crude lipases of Candida rugosa, obtained in different fermenter conditions and shows the origin of the unreproducibility of the synthetic data.

Enhancing the enantioselectivity of lipase in transesterification by substrate matching: an enzyme memory based approach.

The substrate matching strategy is described as a new approach for effectively enhancing the lipase enantioselectivity in organic solvent. In the lipase-catalyzed transesterifications of 3a-c, higher enantioselectivities have been achieved using 1a-c, res

A method for the synthesis of pyridine-based C2-symmetrical chiral nucleophilic organocatalysts via Pd-catalyzed coupling

A one step Pd-catalyzed coupling methodology involving a reaction between a chiral diamine and a 2-bromo-4-(alkylamino)pyridine, was developed for the synthesis of novel C2-symmmetrical chiral compounds with chemical yields of up to 87%. The or

Multicomponent thermosensitive systems for biocatalysts

Composite matrices based on macroporous silica modified by N-vinylcaprolactam copolymers with diallyldimethylammonium chloride and with 2-hydroxyethyl methacrylate were obtained. Lipase from Pseudomonas fluorescens was immobilized on the obtained material

A Practical NMR-Based High-Throughput Assay for Screening Enantioselective Catalysts and Biocatalysts

Two NMR-based approaches for highthroughput screening of enantioselective catalysts and biocatalysts are described. One version makes use of pseudo-enantiomers or pseudo-meso-compounds based on 13C-labeling. A throughput of at least 1400 ee determinations per day is possible by using an appropriate flow-through cell and an autosampler. The other approach is based on traditional diastereomer formation using a chiral reagent or complexing agent. The ee values are accurate to within ±2% and ±5% of the true values.

A mechanistic investigation of the kinetic resolution of secondary aromatic alcohols using a ferrocene-based planar chiral 4-(dimethylamino)pyridine catalyst

A detailed computational and kinetic analysis of the acetylation of 1-phenylethanol with acetic anhydride catalyzed by planar chiral 4-(dimethylamino)pyridine (DMAP) catalyst (-)-1 is presented. The study includes a computational investigation of the pote

Enzymatic resolution of alcohols coupled with ruthenium-catalyzed racemization of the substrate alcohol

A specifically designed acyl donor, an efficient enzyme, and a stable and reliable ruthenium catalyst are fundamental for the resolution of the racemic alcohols described here (see scheme on the right). For R1 = Ph and R2 = Me, 100% conversion into the corresponding acetate was achieved with greater than 99.5% cc.

Immobilization of burkholderia cepacia on pristine or functionalized multi?walled carbon nanotubes and application on enzymatic resolution of (RS)?1?phenylethanol

The immobilization of Burkholderia cepacia lipase (BCL) on pristine or functionalized multi-walled carbon nanotubes (MWCNTs) was studied in the resolution of (RS)-1-phenylethanol. For the functionalization, three treatments were used, these being in Hsub

Kinetics and Mechanism of Nucleophilic Displacements with Heterocycles as Leaving Groups. Part 12. Regio- and Stereo-chemistry of Nucleophilic Displacement and Solvolysis Reactions of N(α-Methylallyl)- and N-(α-Phenylethyl)-pyridiniums

N-(α-Methylallyl)pyridiniums rearrange to the N-(γ-methylallyl) analogues in a process analogous to ion return.In the tricyclic series the process (9) -> (4) occurs spontaneously.In the monocyclic series (1) can be isolated and thermally rearranged into (2); this rearrangement is intramolecular.N-(α-Phenylethyl)pyridinium solvolyse in HOAc-NEt3 with predominant inversion of configuration (90percent).In the 2,4,6-triphenyl series this occurs spontaneously.The isolated 1-(α-phenylethyl)-2-isopropyl-4,6-diphenylpyridinium solvolyses in chlorobenzene with first-order kinetics and with racemisation.

Palladium catalysts supported on N-functionalized hollow vapor-grown carbon nanofibers: The effect of the basic support and catalyst reduction temperature

The basic N-functionalized vapor-grown carbon nanofibers (N-VGCF) were synthesized by post-treating oxidized VGCFs in gaseous NH3 at high temperature (ammonolysis) prior to Pd addition by sol immobilization. The catalysts were characterized by nitrogen adsorption, hydrogen temperature programmed desorption, adsorption microcalorimetry and by SEM and TEM. Catalytic activity was evaluated in a model reaction, synthesis of (R)-1-phenylethyl acetate starting from hydrogenation of acetophenone to racemic 1-phenylethanol over Pd supported on N-VGCFs, at 70 °C under atmospheric hydrogen pressure in toluene, followed by acylation over an immobilized lipase in the same reaction pot. The main parameters investigated in this work were the role of the basic N-VGCF supports as well as the reduction procedure of the supported Pd catalysts (Pd-N-VGCF). The results revealed that the catalytic activity of the Pd-N-VGCF catalysts was highly dependent on the reduction procedure. The highest desired product yield, 35%, was obtained over a Pd-N-VGCF catalyst when the support was treated at 400 °C with gaseous ammonia prior to Pd addition.