21133-98-2

Usage

InChI:InChI=1/C12H15ClO3/c1-3-16-11(14)8-12(2,15)9-4-6-10(13)7-5-9/h4-7,15H,3,8H2,1-2H3

Upstream product

• 99-91-2 para-chloroacetophenone 
• 623-48-3 ethyl iodoacetae 
• 18295-66-4 1-ethoxy-1-(trimethylsiloxy)ethene 
• 105-36-2 ethyl bromoacetate 

Downstream Products

• 21758-07-6 3-(4-chloro-phenyl)-crotonic acid 
• 15687-18-0 2-(4-chlorophenyl)-4-methylpentane-2,4-diol 
• 81187-86-2 ethyl 3-(4-chlorophenyl)-2-butenoate 
• 71657-88-0 (4R)-4-phenyl-2-pyrrolidone 
• 62624-45-7 (S)-4-phenyl-1-tosylpyrrolidin-2-one 
• 63701-55-3 (R)-(-)-baclofen hydrochloride 
• 63701-56-4 (+)-Baclofen hydrochloride 
• 123632-31-5 (S)-(+)-4-(4-chlorophenyl)pyrrolidin-2-one 
• 123632-35-9 (R)-(-)-4-(4-chlorophenyl)pyrrolidin-2-one 
• 147224-53-1 (R)-ethyl 4-azido-3-(4-chlorophenyl)-1-butanoate 
• 114566-93-7 ethyl 4-bromo-3-(4-chlorophenyl)-2-butenoate 
• 537676-64-5 ethyl 4-azido-3-(4-chlorophenyl)-2-butenoate 
• 1243130-08-6 ethyl 3-methyl-3-p-chlorophenylpropionate 
• 81187-90-8 (Z)-4-Bromo-3-(4-chloro-phenyl)-but-2-enoic acid 

Relevant academic research and scientific papers

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.

Dihydropyrrolones as bacterial quorum sensing inhibitors

Bacteria regulate their pathogenicity and biofilm formation through quorum sensing (QS), which is an intercellular communication system mediated by the binding of signaling molecules to QS receptors such as LasR. In this study, a range of dihydropyrrolone (DHP) analogues were synthesized via the lactone-lactam conversion of lactone intermediates. The synthesized compounds were tested for their ability to inhibit QS, biofilm formation and bacterial growth of Pseudomonas aeruginosa. The compounds were also docked into a LasR crystal structure to rationalize the observed structure-activity relationships. The most active compound identified in this study was compound 9i, which showed 63.1% QS inhibition of at 31.25 μM and 60% biofilm reduction at 250 μM with only moderate toxicity towards bacterial cell growth.

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.

A new method for the catalytic aldol reaction to ketones

A new method for the catalytic aldol reaction to ketones, using CuF·3PPh3·2EtOH complex as the catalyst and (EtO)3SiF as the additive, is described. The reaction can be applied to a wide range of ketones and trimethylsilyl enolates. On the basis of mechanistic studies, a working hypothesis for the catalytic cycle is proposed, in which the dynamic ligand exchange mediated by copper silicates produces the active copper enolate. Moreover, the present reaction can be extended to the catalytic enantioselective reaction using tol-BINAP as a chiral ligand. Copyright

Enantioselective synthesis of (R)-(-)-baclofen via Ru(II)-BINAP catalyzed asymmetric hydrogenation

A short and efficient enantioselective synthesis of (R)-(-)-baclofen, a selective GABAB agonist has been described with an overall yield of 26% and 90% ee. Ru(II)-(S)-BINAP catalyzed asymmetric hydrogenations of C=C and C=O groups constitute the key steps in introducing stereogenic centers into the molecule.