I found the field of Chemistry very interesting. Saw the article Total Syntheses of All Six Chiral Natural Pyrethrins: Accurate Determination of the Physical Properties, Their Insecticidal Activities, and Evaluation of Synthetic Methods published in 2020.0. Category: phthalazines, Reprint Addresses Matsuo, N; Tanabe, Y (corresponding author), Kwansei Gakuin Univ, Sch Sci & Technol, Dept Chem, Sanda, Hyogo 6691337, Japan.. The CAS is 62-23-7. Through research, I have a further understanding and discovery of 4-Nitrobenzoic acid
Chiral total syntheses of all six insecticidal natural pyrethrins (three pyrethrin I and three pyrethrin II compounds) contained in the chrysanthemum (pyrethrum) flower were performed. Three common alcohol components [(S)-cinerolone, (S)-jasmololone, and (S)-pyrethrolone] were synthesized: (i) straightforward Sonogashira-type cross-couplings using available (S)-4-hydroxy-3-methyl-2-(2-propynyl)cyclopent-2-en-1-ones (the prallethrin alcohol) for (S)-cinerolone (overall 52% yield, 98% ee) and (S)-pyrethrolone (overall 54% yield, 98% ee) and (ii) traditional decarboxylative-aldol condensation and lipase-catalyzed optical resolution for (S)-jasmololone (overall 16% yield, 96% ee). Two counter acid segments [(1R,3R)-chrysanthemic acid (A) and (1R,3R)-second chrysanthemic acid precursor (B)] were prepared: (i) C(1) epimerization of ethyl (+/-)-chrysanthemates and optical resolution using (S)-naphthylethylamine to afford A (96% ee) and (ii) concise derivatization of A to B (96% ee). All six pyrethrin esters (cinerin I/II, jasmolin I/II, and pyrethrin I/II) were successfully synthesized utilizing an accessible esterification reagent (TsCl/N-methylimidazole). To investigate the stereostructure-activity relationship, all four chiral stereoisomers of cinerin I were synthesized. Three alternative syntheses of (+/-)-jasmololone were investigated (methods utilizing Piancatelli rearrangement, furan transformation, and 1-nitropropene transformation). Insecticidal activity assay (KD50 and IC50) against the common mosquito (Culex pipiens pallens) revealed that (i) pyrethrin I > pyrethrin II, (ii) pyrethrin I (II) >> cinerin I (II) >> jasmolin I (II), and (iii) natural cinerin I >> three unnatural cinerin I compounds (apparent chiral discrimination).
Welcome to talk about 62-23-7, If you have any questions, you can contact Kawamoto, M; Moriyama, M; Ashida, Y; Matsuo, N; Tanabe, Y or send Email.. Category: phthalazines
Reference:
Phthalazine – Wikipedia,
,Phthalazine | C8H6N2 – PubChem