Reactivity of β-Amino Alcohols with Carbon Disulfide Study on the Synthesis of 2-Oxazolidinethiones and 2-Thiazolidinethiones was written by Delaunay, Dominique;Toupet, Loiec;Corre, Maurice Le. And the article was included in Journal of Organic Chemistry in 1995.Electric Literature of C6H11NS2 This article mentions the following:
Reaction of carbon disulfide with β-amino alcs. was examined to determine parameters directing the cyclization to oxazolidinethiones or thiazolidinethiones. By operating in mild conditions, i.e. in a low alk. medium, for a limited reaction time and in the presence of a stoichiometric quantity of CS2, oxazolidinethiones were preferentially obtained. On the other hand, thiazolidinethiones were prepared under drastic conditions by operating in a more basic medium, with an excess of CS2 and for a long reaction time. The formation of thiazolidinethiones occurred with an inversion of configuration of the carbon bearing the oxygen; furthermore, conversion of oxazolidinethiones into thiazolidinethiones was in some cases possible. In the experiment, the researchers used many compounds, for example, (S)-4-Isopropylthiazolidine-2-thione (cas: 76186-04-4Electric Literature of C6H11NS2).
(S)-4-Isopropylthiazolidine-2-thione (cas: 76186-04-4) belongs to thiazolidine derivatives. Thiazolidine motifs are very intriguing heterocyclic five-membered moieties present in diverse natural and bioactive compounds having sulfur at the first position and nitrogen at the third position. In addition, the use of thiazolidines as an inhibitor of tyrosyl-DNA phosphodiesterase Iand influenza neuraminidase, pro-drugs for the treatment of cystinosis, radioprotective against γ-irradiation and as S1P1 receptor agonist has also been reported.Electric Literature of C6H11NS2
Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com