70200-14-5

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 105-36-2 ethyl bromoacetate 
• 141-78-6 ethyl acetate 
• 4071-88-9 trimethylsilanyl-acetic acid ethyl ester 
• 2881-63-2 ethyl (4-chlorobenzoyl)acetate 
• 623-48-3 ethyl iodoacetae 
• 105-39-5 chloroacetic acid ethyl ester 
• 927-80-0 1-ethoxyacetylene 
• 1600-27-7 mercury(II) diacetate 
• 123843-32-3 carbethoxymethyltri-n-butylstibonium tetraphenylborate 
• 99-91-2 para-chloroacetophenone 
• 64-17-5 ethanol 
• 22027-53-8 methyl 3-(4-chlorophenyl)-3-oxopropanoate 

Downstream Products

• 2881-63-2 ethyl (4-chlorobenzoyl)acetate 
• 910135-61-4 3-(4-chlorophenyl)-3-hydroxy-propanoic acid hydrazide 
• 152467-43-1 1-(4-chlorophenyl)-1,3-propanediol 
• 24393-52-0 ethyl (E)-3-(4-chlorophenyl)prop-2-enoate 
• 1351766-96-5 (S)-1-(4-chlorophenyl)-3-ethoxy-3-oxopropyl decanoate 
• 1351766-66-9 (R)-1-(4-chlorophenyl)-3-ethoxy-3-oxopropyl decanoate 
• 141545-22-4 (R)-3-hydroxy-3-(4-chlorophenyl)-propionic acid ethyl ester 
• 1351766-82-9 1-(4-chlorophenyl)-3-ethoxy-3-oxopropyl decanoate 
• 910135-66-9 C₁₆H₁₆ClN₃O₂S 
• 910135-63-6 C₁₂H₁₆ClN₃O₂S 
• 928780-22-7 4-amino-1-{3,4-bis-(tert-butyl-dimethyl-silanyloxy)-5-[4-(4-chloro-phenyl)-2-oxo-2λ⁵-[1,3,2]dioxaphosphinan-2-yloxymethyl]-tetrahydro-furan-2-yl}-1H-pyrimidin-2-one 
• 537676-63-4 ethyl (3R)-3-cyano-3-(4-chlorophenyl)propanoate 

Relevant academic research and scientific papers

A practical method for the Reformatsky reaction of aldehydes

Reformaksky reaction of aliphatic aldehydes has been performed successfully by the addition of BF3·OEt2 to a stirred suspension of aldehyde, bromo ester and Zn dust in aqueous THF. For aromatic aldehydes, addition of benzoyl peroxide is also required to effect the reaction.

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.

Method for preparing β - hydroxyl carbonyl compound (by machine translation)

The present invention relates to a process for preparing β - hydroxycarbonyl compounds, which mainly provides a process for the reaction, using inexpensive commercial iron powder-mediated α -halocarbonyl compounds with aldehydes/ketones, to provide the corresponding β - hydroxycarbonyl compound . the present invention relates to a method. The process is good, has wide functional group tolerance and good compatibility. (by machine translation)

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.

A Ball-Milling-Enabled Reformatsky Reaction

An operationally simple one-jar one-step mechanochemical Reformatsky reaction using in situ generated organozinc intermediates under neat grinding conditions has been developed. Notable features of this reaction protocol are that it requires no solvent, no inert gases, and no pre-activation of the bulk zinc source. The developed process is demonstrated to have good substrate scope (39–82 % yield) and is effective irrespective of the initial morphology of the zinc source.

3-Arylpropionylhydroxamic acid derivatives as Helicobacter pylori urease inhibitors: Synthesis, molecular docking and biological evaluation

Helicobacter pylori urease is involved in several physiologic responses such as stomach and duodenal ulcers, adenocarcinomas and stomach lymphomas. Thus, inhibition of urease is taken for a good chance to treat H. pylori-caused infections, we have therefore focused our efforts on seeking novel urease inhibitors. Here, a series of arylpropionylhydroxamic acids were synthesized and evaluated for urease inhibition. Out of these compounds, 3-(2-benzyloxy-5-chlorophenyl)-3-hydroxypropionylhydroxamic acid (d24) was the most active inhibitor with IC50of 0.15?±?0.05?μM, showing a mixed inhibition with both competitive and uncompetitive aspects. Non-linear fitting of kinetic data gives kinetics parameters of 0.13 and 0.12?μg·mL?1for Kiand Ki′, respectively. The plasma protein binding assays suggested that d24 exhibited moderate binding to human and rabbit plasma proteins.

N-heterocyclic carbene mediated Reformatsky reaction of aldehydes with a-trimethylsilylcarbonyl compounds

N-Heterocyclic carbenes have been employed as highly efficient organocatalysts to mediate silyl-Reformatsky type reaction. In the presence of only 0.5 mol % nucleophilic carbene 1, various aldehydes coupled with α-trimethylsilylethylacetate very smoothly in DMF at room temperature to provide the corresponding β-hydroxyesters in moderate to high yields. α-Trimethylsilylketone and α-trimethylsilylamide can also undergo the addition reaction to give β-hydroxyketone and b-hydroxyamide in moderate yields.

Synthesis, molecular docking and kinetic properties of β-hydroxy- β-phenylpropionyl-hydroxamic acids as Helicobacter pylori urease inhibitors

Inhibition of urease results in Helicobacter pylori growth arrest in the stomach, promoting urease as promising targets for gastrointestinal ulcer therapy. Twenty hybrid derivatives of flavonoid scaffold and hydroxamic acid, β-hydroxy-β-phenylpropionylhydroxamic acids, were therefore synthesized and evaluated against H. pylori urease. Biological evaluation of these compounds showed improved urease inhibition exhibiting micromolar to mid-nanomolar IC50 values. Most importantly, 3-(3-chlorophenyl)-3- hydroxypropionyl-hydroxamic acid (6g) exhibited high potency with IC 50 of 0.083 ± 0.004 μM and Ki of 0.014 ± 0.003 μM, indicating that 6g is an excellent candidate to develop novel antiulcer agent. A mixture of competitive and uncompetitive mechanism was putatively proposed to understand the inconsistency between the crystallographic and kinetic studies for the first time, which is supported by our molecular docking studies.

Studies on the chemoenzymatic synthesis of (R)- and (S)-methyl 3-aryl-3-hydroxypropionates: The influence of toluene-pretreatment of lipase preparations on enantioselective transesterifications

Two series (para- and meta-substituted) of racemic methyl esters of 3-aryl-3-hydroxypropionic acid were prepared after which the enantiomers were separated by an enzyme-catalyzed transesterification. Several lipases were investigated as the catalyst. The influence of the enzyme pretreatment, as well as substrate concentration, reaction temperature, stirring manner, and substrate conversion on the stereochemical outcome of the biotransformation process were investigated in detail. The best results were achieved by using solvent-pretreated lipase from Pseudomonas fluorescens or Burkholderia cepacia suspended in toluene, and vinyl acetate as the acetyl group donor.

Cp2ZrCl2-induced Reformatsky and Barbier reactions on isatins: An efficient synthesis of 3-substituted-3-hydroxyindolin-2-ones

A mild and rapid one-pot process for Reformatsky and Barbier reactions using a catalytic quantity of zirconocene dichloride (Cp2ZrCl 2) as a promoter and zinc as a terminal reductant at room temperature in dimethyl formamide was developed. The protocol has wide substrate suitability and afforded the desired 3-substituted-3-hydroxyindolin-2-ones from istains in good yields and short reaction time.