Syntheses of cystothiazole A and its stereoisomers: importance of stereochemistry for antifungal activity was written by Ojika, Makoto;Watanabe, Tatsuya;Qi, Jianhua;Tanino, Tomoharu;Sakagami, Youji. And the article was included in Tetrahedron in 2004.Safety of (R)-4-Isopropyl-3-propionyloxazolidin-2-one This article mentions the following:
The enantiocontrolled total syntheses of all the stereoisomers of a myxobacterial antibiotic, cystothiazole A (I), are described. The natural syn stereochem. at the C4-C5 position was controlled by the asym. Evans aldol process, whereas the anti relationship was introduced by a modified Evans aldol methodol. Starting with a known aldehyde, the common substrate of the aldol reactions, cystothiazole A and its three stereoisomers were synthesized in 9 steps. All three stereoisomers did not show antifungal activity even at a dosage 2500-fold that of cystothiazole A. In the experiment, the researchers used many compounds, for example, (R)-4-Isopropyl-3-propionyloxazolidin-2-one (cas: 89028-40-0Safety of (R)-4-Isopropyl-3-propionyloxazolidin-2-one).
(R)-4-Isopropyl-3-propionyloxazolidin-2-one (cas: 89028-40-0) belongs to oxazolidine derivatives. A common way to produce multisubstituted oxazolidines is by means of cycloaddition reactions. Oxazolidines are cyclic condensation products of β-amino alcohols and aldehydes or ketone, and they undergo a facile and complete hydrolysis in aqueous solution. Alterations in carbonyl moiety control the rate of formation of a given β-amino alcohol.Safety of (R)-4-Isopropyl-3-propionyloxazolidin-2-one
Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem