The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: (S)-Butan-2-ol( cas:4221-99-2 ) is researched.Safety of (S)-Butan-2-ol.Saito, Ryo; Sennari, Goh; Nakajima, Asuka; Kimishima, Aoi; Iwatsuki, Masato; Ishiyama, Aki; Hokari, Rei; Hirose, Tomoyasu; Sunazuka, Toshiaki published the article 《Discoveries and syntheses of highly potent antimalarial troponoids》 about this compound( cas:4221-99-2 ) in Chemical & Pharmaceutical Bulletin. Keywords: troponoid preparation antimalarial activity. Let’s learn more about this compound (cas:4221-99-2).
Novel derivatives of puberulic acid were synthesized as RC(O)OR1 (R = 3,4,6-trihydroxy-5-oxocyclohepta-1,3,6-trien-1-yl, 3,4,6-tris(benzyloxy)-5-oxocyclohepta-1,3,6-trien-1-yl; R1 = Me, cyclopentyl, thian-4-yl, etc.), RC(O)N(CH3)R2 (R2 = Me, i-Pr), RC(O)R3 (R3 = Me, cyclohexyl Me, pentane-3-yl Me, etc.) and their antimalarial properties were evaluated in vitro against the Plasmodium falciparum K1 parasite strain, cytotoxicity was evaluated against a human diploid embryonic cell line MRC-5, and in vivo efficacy was evaluated using a Plasmodium berghei-infected mouse model. Based on the previous information the three hydroxy groups on the tropone framework, which were essential for antimalarial activity, were used to convert the carboxylic acid moiety into the corresponding esters, amides, and ketones. These derivatives showed antimalarial activity against chloroquine-resistant Plasmodium in vitro equivalent to puberulic acid. The pentane-3-yl ester, cyclohexyl ester, iso-Bu ketone, and cyclohexyl Me ketone all show an especially potent antiparasitic effect in vivo at an oral dose of 15 mg/kg without any apparent toxicity. These esters were more effective than the existing commonly used antimalarial drug, artesunate.
Different reactions of this compound((S)-Butan-2-ol)Safety of (S)-Butan-2-ol require different conditions, so the reaction conditions are very important.
Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem