2293-60-9

Upstream product

• 105-36-2 ethyl bromoacetate 
• 98-86-2 acetophenone 
• 105-39-5 chloroacetic acid ethyl ester 
• 623-48-3 ethyl iodoacetae 
• 141-97-9 ethyl acetoacetate 
• 13735-81-4 1-styrenyloxytrimethylsilane 
• 66-25-1 hexanal 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 17510-46-2 3,3-dimethyl-2-(trimethylsilyl)oxy-1-butene 
• 7553-56-2 iodine 
• 71-43-2 benzene 
• 42201-84-3 1-ethoxy-1-(tert-butyldimethylsilyloxy)ethene 
• 65-85-0 benzoic acid 
• 69-72-7 salicylic acid 

Downstream Products

• 3759-31-7 3-hydroxy-3-phenylbutanoic acid 
• 7133-68-8 3-phenylbutane-1,3-diol 
• 1504-72-9 ethyl 3-phenylbut-2-enoate 
• 21133-86-8 4-Ethyl-2-phenyl-hexane-2,4-diol 
• 21133-79-9 2-methyl-4-phenyl-pentane-2,4-diol 
• 28074-18-2 1,1,3-Triphenyl-butan-1,3-diol 
• 945-93-7 ethyl (E)-3-phenylbut-2-enoate 
• 85987-31-1 Cl₄Nb(C₆H₅C(CH₃)(O)CH₂CO₂C₂H₅) 
• 85987-32-2 Cl₃Nb(C₆H₅C(CH₃)(O)CH₂CO₂C₂H₅)2 
• 85987-33-3 Cl₄Ta(C₆H₅C(CH₃)(O)CH₂CO₂C₂H₅) 
• 85987-34-4 Cl₃Ta(C₆H₅C(CH₃)(O)CH₂CO₂C₂H₅)2 
• 74437-23-3 Zr(isopropanolate)(ethyl-β-oxy-β-phenylbutyrate)3 
• 74437-24-4 Zr(ethyl-β-oxy-β-phenylbutyrate)4 
• 74437-22-2 Zr(isopropanolate)2(ethyl-β-oxy-β-phenylbutyrate)2 

Relevant academic research and scientific papers

A general method for the formation of zinc enolate equivalents from iodoacetates by diisopropylzinc-iodine exchange reaction: Preparation of β-Hydroxy esters

Diisopropylzinc is found to be a highly efficient reagent for the formation of zinc enolate equivalents from various iodoacetates via iodine-Zinc exchange reaction at room temperature, affording β-Hydroxy esters in high yields by the reaction with aldehydes and ketones.

Synthesis method of beta-tertiary alcohol ester compound

The invention belongs to the technical field of medicine and organic chemical synthesis, and discloses a synthesis method of a beta-tertiary alcohol ester compound. A ketone compound and an iodo-acetate compound are used as raw materials; manganese powder

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.

Isothiourea-Catalyzed Acylative Kinetic Resolution of Tertiary α-Hydroxy Esters

A highly enantioselective isothiourea-catalyzed acylative kinetic resolution (KR) of acyclic tertiary alcohols has been developed. Selectivity factors of up to 200 were achieved for the KR of tertiary alcohols bearing an adjacent ester substituent, with both reaction conversion and enantioselectivity found to be sensitive to the steric and electronic environment at the stereogenic tertiary carbinol centre. For more sterically congested alcohols, the use of a recently-developed isoselenourea catalyst was optimal, with equivalent enantioselectivity but higher conversion achieved in comparison to the isothiourea HyperBTM. Diastereomeric acylation transition state models are proposed to rationalize the origins of enantiodiscrimination in this process. This KR procedure was also translated to a continuous-flow process using a polymer-supported variant of the catalyst.

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)

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.

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.

Bu 4 N + -Controlled Addition and Olefination with Ethyl 2-(Trimethylsilyl)acetate via Silicon Activation

Catalytic Bu 4 NOAc as silicon activator of ethyl 2-(trimethylsilyl)acetate, in THF, was utilized for the synthesis of β-hydroxy esters, whereas employing catalytic Bu 4 NOTMS gave α,β-unsaturated esters. The established reaction conditions were applicable to a diverse range of aromatic, heteroaromatic, aliphatic aldehydes and ketones. Reactions were achieved at room temperature without taking any of the specialized precautions that are in place for other organometallics. A stepwise olefination pathway via silylated β-hydroxy esters with subsequent elimination to form the α,β-unsaturated ester has been demonstrated. The key to selective product formation lies in use of the weaker acetate activator which suppresses subsequent elimination whereas stronger TMSO - activator (and base) facilitates both addition and elimination steps. The use of tetrabutyl ammonium salts for both acetate and trimethylsilyloxide activators provide enhanced silicon activation when compared to their inorganic cation counterparts.

Reformatsky and Blaise reactions in flow as a tool for drug discovery. One pot diversity oriented synthesis of valuable intermediates and heterocycles

The application of Reformatsky and Blaise reactions for the preparation of a diverse set of valuable intermediates and heterocycles in a one-pot protocol is described. To achieve this goal, a greener activation protocol for zinc in flow conditions has been developed to introduce this metal efficiently into α-bromoacetates. The organozinc compounds were added to a diverse set of ketones and nitriles to obtain a wide range of functional groups and heterocyclic systems.