193065-68-8 Usage
Description
3-Ethoxy-3-oxopropylzinc bromide is an organozinc reagent characterized by its ability to introduce an ethyl propanoate group into various substrates. This reagent is particularly useful in organic synthesis, offering a versatile approach to construct complex molecular structures.
Uses
Used in the Synthesis of γ-Keto Esters:
3-Ethoxy-3-oxopropylzinc bromide is used as a reagent for the synthesis of γ-keto esters from aryl chlorides. The application reason is its ability to introduce the ethyl propanoate group, which is crucial for the formation of the γ-keto ester structure.
Used in the Synthesis of Sulfone Compounds:
In the synthesis of sulfones, 3-Ethoxy-3-oxopropylzinc bromide is used as a reagent for the reaction with 1,4-diazabicyclo[2.2.2]octane bis(sulfur dioxide) (DABSO) and alkyl halides. The reason for its use is to facilitate the formation of the desired sulfone products through a reliable and efficient synthetic route.
Used in Negishi Cross-Couplings:
3-Ethoxy-3-oxopropylzinc bromide is employed as a reagent in Negishi cross-couplings with aryl vinyl phosphates to synthesize 1,1-disubstituted alkenes. The application reason is its effectiveness in promoting the formation of the target alkenes, which are important building blocks in organic chemistry and have various applications in the pharmaceutical and materials science industries.
Check Digit Verification of cas no
The CAS Registry Mumber 193065-68-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,9,3,0,6 and 5 respectively; the second part has 2 digits, 6 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 193065-68:
(8*1)+(7*9)+(6*3)+(5*0)+(4*6)+(3*5)+(2*6)+(1*8)=148
148 % 10 = 8
So 193065-68-8 is a valid CAS Registry Number.
InChI:InChI=1/C5H9O2.BrH.Zn/c1-3-5(6)7-4-2;;/h1,3-4H2,2H3;1H;/q-1;;+2/p-1/rC5H9O2.BrZn/c1-3-5(6)7-4-2;1-2/h1,3-4H2,2H3;/q-1;+1
193065-68-8Relevant articles and documents
Efficient analoging around ethionamide to explore thioamides bioactivation pathways triggered by boosters in Mycobacterium tuberculosis
Prieri, Marion,Frita, Rosangela,Probst, Nicolas,Sournia-Saquet, Alix,Bourotte, Marilyne,Déprez, Benoit,Baulard, Alain R.,Willand, Nicolas
, p. 35 - 46 (2018/10/02)
Ethionamide is a key antibiotic prodrug of the second-line chemotherapy regimen to treat tuberculosis. It targets the biosynthesis of mycolic acids thanks to a mycobacterial bioactivation carried out by the Baeyer-Villiger monooxygenase EthA, under the control of a transcriptional repressor called EthR. Recently, the drug-like molecule SMARt-420, which triggers a new transcriptional regulator called EthR2, allowed the derepression a cryptic alternative bioactivation pathway of ethionamide. In order to study the bioactivation of a collection of thioisonicotinamides through the two bioactivation pathways, we developed a new two-step chemical pathway that led to the efficient synthesis of eighteen ethionamide analogues. Measurements of the antimycobacterial activity of these derivatives, used alone and in combination with boosters BDM41906 or SMARt-420, suggest that the two different bioactivation pathways proceed via the same mechanism, which implies the formation of similar metabolites. In addition, an electrochemical study of the aliphatic thioisonicotinamide analogues was undertaken to see whether their oxidation potential correlates with their antitubercular activity measured in the presence or in the absence of the two boosters.
