33172-00-8

Upstream product

• 17942-96-0 3-(4-methoxyphenyl)-3-<(trimethylsilyl)oxy>propanoate d'ethyle 
• 24045-74-7 ethyl-2-chloro-3-(4-methoxyphenyl)-3-oxopropanoate 
• 123843-32-3 carbethoxymethyltri-n-butylstibonium tetraphenylborate 
• 123-11-5 4-methoxy-benzaldehyde 
• 42201-84-3 1-ethoxy-1-(tert-butyldimethylsilyloxy)ethene 
• 105-36-2 ethyl bromoacetate 
• 141-78-6 ethyl acetate 
• 2881-83-6 ethyl 4-methoxybenzoylacetate 
• 105-39-5 chloroacetic acid ethyl ester 
• 623-48-3 ethyl iodoacetae 
• 4071-88-9 trimethylsilanyl-acetic acid ethyl ester 
• 64-17-5 ethanol 
• 22027-50-5 methyl 3-(4-methoxybenzoyl)acetate 
• 100-06-1 1-(4-methoxyphenyl)ethanone 

Downstream Products

• 838841-72-8 butyric acid 2-ethoxycarbonyl-1-(4-methoxy-phenyl)-ethyl ester 
• 872428-03-0 (+/-)-3-hydroxy-N-methoxy-3-(4-methoxyphenyl)-N-methylpropanamide 
• 51410-49-2 3-hydroxy-3-(4'-methoxyphenyl)propionic acid 
• 1351766-95-4 (S)-3-ethoxy-1-(4-methoxyphenyl)-3-oxopropyl decanoate 
• 1351766-65-8 (R)-3-ethoxy-1-(4-methoxyphenyl)-3-oxopropyl decanoate 
• 1351766-81-8 3-ethoxy-1-(4-methoxyphenyl)-3-oxopropyl decanoate 
• 1449521-95-2 3-(tert-butyldimethylsilyloxy)-N-methoxy-3-(4-methoxyphenyl)-N-methylpropanamide 
• 159848-85-8 (3S,3'S)-3--3-(4-methoxyphenyl)-1-(2,2,2-trichloroethoxycarbonyloxy)propane 
• 159848-87-0 (3S,3'S)-3-<3'-acetoxy-N-tert-butoxycarbonyl-3'-(4-methoxyphenyl)propylamino>-3-(4-methoxyphenyl)-1-(2,2,2-trichloroethoxycarbonyloxy)propane 
• 159848-86-9 (3S,3'S)-3--3-(4-methoxyphenyl)-1-(2,2,2-trichloroethoxycarbonyloxy)propane 
• 159848-83-6 methyl (3S,3'S)-3--3-(4-methoxyphenyl)propionate 
• 159848-84-7 [(S)-3-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-phenyl)-propyl]-[(S)-3-hydroxy-1-(4-methoxy-phenyl)-propyl]-carbamic acid tert-butyl ester 
• 159848-82-5 methyl (3S,3'S)-3-<3'-tert-butyldimethylsiloxy-3'-(4-methoxyphenyl)propylamino>-3-(4-methoxyphenyl)propionate 

Relevant academic research and scientific papers

Deracemisation of β-hydroxy esters using immobilised whole cells of Candida parapsilosis ATCC 7330: substrate specificity and mechanistic investigation

Deracemisation of aryl substituted β-hydroxy esters by immobilised whole cells of Candida parapsilosis ATCC 7330 gave >99% ee and up to 75% yield of their corresponding (S)-enantiomers. Mechanistic investigation of the deracemisation reaction carried out using a deuterated substrate, ethyl 3-deutero-3-hydroxy-3-phenyl propanoate revealed that while the (S)-enantiomer remains unreacted the (R)-enantiomer undergoes enantioselective oxidation to its corresponding ketoester, which on complementary enantiospecific reduction gives the (S)-enantiomer in high yield and % ee.

A simple and efficient procedure of low valent iron- or copper-mediated reformatsky reaction of aldehydes

(Chemical Equation Presented) An operationally simple and very efficient procedure of Reformatsky reaction of aldehydes has been carried out in THF in the presence of low valent iron or copper which were prepared in situ employing a bimetal redox strategy through reduction of FeCl3 or CuCl 2-2H2O with magnesium.

Synthesis of a bulky and electron-rich derivative of SEGPhos and its application in Ru-catalyzed enantioselective hydrogenation, of β-ketoesters

(Chemical Equation Presented) The synthesis and resolution of a bulky and electron-rich derivative of SEGPhos and its application in Ru-catalyzed asymmetric hydrogenation reaction of β-ketoesters are reported. Up to 99.5% ee was achieved. Under solvent-free reaction conditions, acetoacetates could be reduced with good enantioselectivity and high efficiency; a TON of 20 000 was obtained within 3.5 h. The results obtained were comparable to those when SEGPhos was applied.

Asymmetric Reduction of Prochiral 3-Aryl-3-oxoesters with Lithium Borohydride using N,N'-Dibenzoylcystine as a Chiral Auxiliary

Optically active 3-aryl-3-hydroxyesters of high enantiomeric excess (80-92percent e.e.) are obtained by the reduction of 3-aryl-3-oxoesters with lithium borohydride which has been chirally modified with N,N'-dibenzoylcystine and t-butyl alcohol.

Me2Zn mediated, tert-butylhydroperoxide promoted, catalytic enantioselective Reformatsky reaction with aldehydes

A practical and highly enantioselective catalytic Reformatsky reaction with aldehydes using a cheap, commercially available aminoalcohol as ligand is described. The Royal Society of Chemistry.

Tridentate nitrogen phosphine ligand containing arylamine NH as well as preparation method and application thereof

The invention discloses a tridentate nitrogen phosphine ligand containing arylamine NH as well as a preparation method and application thereof, and belongs to the technical field of organic synthesis. The tridentate nitrogen phosphine ligand disclosed by the invention is the first case of tridentate nitrogen phosphine ligand containing not only a quinoline amine structure but also chiral ferrocene at present, a noble metal complex of the type of ligand shows good selectivity and extremely high catalytic activity in an asymmetric hydrogenation reaction, meanwhile, a cheap metal complex of the ligand can also show good selectivity and catalytic activity in the asymmetric hydrogenation reaction, and is very easy to modify in the aspects of electronic effect and space structure, so that the ligand has huge potential application value. A catalyst formed by the ligand and a transition metal complex can be used for catalyzing various reactions, can be used for synthesizing various drugs, and has important industrial application value.

Synthesis method of beta-hydroxy ester compound

The invention belongs to the technical field of medicine and organic chemical synthesis, and discloses a synthesis method of a beta-hydroxy ester compound. An aldehyde compound and an iodo-acetate compound are used as raw materials; manganese powder is adopted as an accelerant, metal nickel salt is adopted as a catalyst and an organic solvent is adopted as a reaction medium, an organic protonic acid is added and stirred and reacted under inert gas protection, the reaction system is cooled to room temperature after the reaction is finished, vacuum distillation and concentration are performed toobtain a crude product, and column chromatography purification is performed to obtain the beta-hydroxy ester compound. The synthesis method is safe and simple to operate, raw materials are easy to obtain, the price is low, the reaction efficiency is high, and the yield can reach 90% or above and even reach 98%; the method is good in functional group adaptability, wide in substrate adaptability, environmentally friendly, beneficial to industrial production and wide in application in medicine and organic synthesis.

Access to β-Hydroxyl Esters via Copper-Catalyzed Reformatsky Reaction of Ketones and Aldehydes

An efficient and simple Cu-catalyzed Reformatsky reaction of ketones and aldehydes has been accomplished with ethyl iodoacetate. Excellent yields of β-hydroxyl esters were achieved with a range of ketones and aldehydes, which varied from aromatic to aliphatic, unsaturated to saturated ketones and aldehydes. This practical and convenient transformation was conducted with inexpensive, readily available, and commercial starting materials under mild reaction conditions.

Iron(0)-Mediated Reformatsky Reaction for the Synthesis of β-Hydroxyl Carbonyl Compounds

An efficient, economical, and practical Reformatsky reaction of α-halo carbonyl compounds with aldehydes/ketones by using cheap and commercial iron(0) powder as reaction mediator is developed. The reactions proceeded effectively in the presence of a catalytic amount of iodine (20 mol %) to afford the synthetically useful β-hydroxyl carbonyl compounds in moderate to good yields.

One-pot enol silane formation-Mukaiyama aldol reactions: Crossed aldehyde-aldehyde coupling, thioester substrates, and reactions in ester solvents

Trimethylsilyl trifluoromethanesulfonate (TMSOTf) and a trialkylamine base promote both in situ enol silane/silyl ketene acetal formation and Mukaiyama aldol addition reactions between a variety of reaction partners in a single reaction flask. Isolation of the required enol silane or silyl ketene acetal is not necessary. For example, crossed aldol reactions between α-disubstituted aldehydes and non-enolizable aldehydes yield β-hydroxy aldehydes in good yield. In a related reaction, the common laboratory solvent ethyl acetate functions as both an enolate precursor and a green reaction solvent. When thioesters are employed as enolate precursors, high yields for additions to non-enolizable aldehydes are routinely observed.