6048-08-4

Upstream product

• 64-17-5 ethanol 
• 24271-22-5 5-phenylpent-2-enoic acid 
• 104-53-0 3-phenyl-propionaldehyde 
• 1071-46-1 hydrogen ethyl malonate 
• 623-73-4 diazoacetic acid ethyl ester 
• 941303-99-7 1-ethoxy-5-phenylpent-1-yn-3-ol 
• 105-36-2 ethyl bromoacetate 
• 676551-01-2 2-((Z)-3-Phenyl-allylidene)-malonic acid 
• 122-97-4 3-Phenyl-1-propanol 
• 103-25-3 3-phenylpropanoic acid methyl ester 
• 501-52-0 3-Phenylpropionic acid 
• 140-10-3 (E)-3-phenylacrylic acid 
• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 
• 104-55-2 3-phenyl-propenal 

Downstream Products

• 125303-61-9 [(2S,3S)-3-phenethyloxiran-2-yl]methanol 
• 129645-62-1 (2R,3S)-3-Phenethyl-oxirane-2-carbaldehyde 
• 154428-47-4 (2R,3R)-trans-2,3-epoxy-5-phenyl-1-pentanol 
• 1132649-96-7 ethyl 4-methyl-3-phenethylhexanoate 
• 1132649-93-4 ethyl 3-cyclopentyl-5-phenylpentanoate 
• 1132649-91-2 ethyl 3-cyclohexyl-5-phenylpentanoate 
• 129413-75-8 C₁₁H₁₃Br 
• 768-56-9 4-Phenylbut-1-ene 

Relevant academic research and scientific papers

Iridium-Catalyzed Regioselective Hydroalkynylation of Internal Alkenes Directed by an Oxime

We report here an iridium-catalyzed hydroalkynylation of allylic alcohols protected by an oxime group. Catalytic alkynylation occurs exclusively at the distal position of the alkene. This method generates γ-alkynyl alcohol oximes directly from internal alkenes and terminal alkynes. The oxime group can be readily removed to afford a free alcohol, thus providing an indirect route for the catalytic hydroalkynylation of allylic alcohols.

Tandem Catalysis: Transforming Alcohols to Alkenes by Oxidative Dehydroxymethylation

We report a Rh-catalyst for accessing olefins from primary alcohols by a C-C bond cleavage that results in dehomologation. This functional group interconversion proceeds by an oxidation-dehydroformylation enabled by N,N-dimethylacrylamide as a sacrificial acceptor of hydrogen gas. Alcohols with diverse functionality and structure undergo oxidative dehydroxymethylation to access the corresponding olefins. Our catalyst protocol enables a two-step semisynthesis of (+)-yohimbenone and dehomologation of feedstock olefins.

Synthesis, in vitro and in silico evaluation of diaryl heptanones as potential 5LOX enzyme inhibitors

A new series of diaryl heptanones (12a-q) were synthesized and their structures were confirmed by its 1H, 13C NMR and Mass spectral data. These analogs were evaluated for their anti-oxidant activity and potential to inhibit 5-lipoxygenase. Compounds 12k and 12o showed potent in vitro 5-lipoxygenase enzyme inhibitory activity with IC50 values of 22.2, 21.5 μM, which are comparable to curcumin (24.4 μM). Further they also have shown significant antioxidant activity. Molecular docking studies clearly showed correlation between binding energy and potency of these compounds.

Ring Expansion of Epoxides under Br?nsted Base Catalysis: Formal [3+2] Cycloaddition of β,γ-Epoxy Esters with Imines Providing 2,4,5-Trisubstituted 1,3-Oxazolidines

A novel ring-expansion reaction of epoxides under Br?nsted base catalysis was developed. The formal [3+2] cycloaddition reaction of β,γ-epoxy esters with imines proceeds in the presence of triazabicyclodecene (TBD) as a superior Br?nsted base catalyst to afford 2,4,5-trisubstituted 1,3-oxazolidines in a highly diastereoselective manner. This reaction involves the ring opening of the epoxides with the aid of the Br?nsted base catalyst to generate α,β-unsaturated esters having an alkoxide at the allylic position, which would formally serve as a synthetic equivalent of the 1,3-dipole, followed by a cycloaddition reaction with imines in a stepwise fashion. This methodology enables the facile synthesis of enantioenriched 1,3-oxazolidines from easily accessible enantioenriched epoxides.

GSK-3BETA INHIBITOR

For the purpose of providing a GSK-3β inhibitor containing a 2-aminopyridine compound or a salt thereof or a prodrug thereof useful as an agent for the prophylaxis or treatment of a GSK-3β-related pathology or disease, the present invention provides a GSK-3β inhibitor containing a compound represented by the formula (IA): wherein each symbol is as defined in the specification. or a salt thereof or a prodrug thereof.

Mercury(II)-mediated cleavage of cyclopropylcarbinols by an intramolecular sulfinyl group as a stereo-and regioselective route to stereotriads and stereotetrads

Mercury(II) salt mediated opening of cyclopropylcarbinols by an intramolecular sulfinyl group is disclosed. All four diastereomeric stereotriads have been prepared from cis-and trans-disubstituted cyclopropanes. The trisubstituted cyclopropanes also react regio-and stereoselectively to afford products possessing quaternary stereogenic centers. The reaction is clean and general.

The Meyer-Schuster rearrangement of ethoxyalkynyl carbinols

The combination of electron-rich alkoxyacetylenes and cationic gold catalysts provides excellent reactivity for the Meyer-Schuster rearrangement under mild conditions. Optimization of the reaction conditions with respect to stereoselectivity and investigations into the scope and mechanism of the rearrangement of secondary ethoxyalkynyl carbinols (γ-ethoxy-substituted propargyl alcohols) to α,β-unsaturated esters are described. Georg Thieme Verlag Stuttgart.

One-pot Wittig reactions in water and in the presence of a surfactant

α,β-Unsaturated esters were synthesized in open atmosphere via mild and efficient one-pot Wittig reactions performed in both water and sodium dodecyl sulfate (SDS)-water solution. Georg Thieme Verlag Stuttgart.

Ruthenium(II)-salen complexes-catalyzed olefination of aldehydes with ethyl diazoacetate

Several salen-ruthenium(II) complexes, which are derived from commercial ligands or simply ethylenediamine, can be successfully applied as catalysts for the olefination of a broad variety of aldehydes. Depending on the electron richness of the applied aldehydes, good to very good olefin yields and high E:Z selectivities are reached at 60 or 80°C reaction temperature with ethyl diazo acetate being the reaction partner. The reaction rate depends on the electron donor capabilities of the aldehydes. Electron poor aldehydes undergo faster reactions than electron rich aldehydes, but both electron rich and bulky aldehydes can be transformed to corresponding olefins in very good yields and high E-selectivity.

A practical, efficient, and atom economic alternative to the Wittig and Horner-Wadsworth-Emmons reactions for the synthesis of (E)-α,β- unsaturated esters from aldehydes

We describe a highly efficient new methodology for the synthesis of (E)-α,β-unsaturated esters from aldehydes. In our DMAP-catalyzed reaction, both aromatic as well as aliphatic aldehydes furnish the desired products highly regio- and stereoselectively if treated with commercially available or synthetically easily accessible malonic acid half ester. A large scale application in the synthesis of p-methoxycinnamates, which are of use as sunscreen ingredients, is described.