Ambruticins: Tetrahydropyran ring formation and total synthesis was written by Bowen, James I.;Wang, Luoyi;Crump, Matthew P.;Willis, Christine L.. And the article was included in Organic & Biomolecular Chemistry in 2021.Application of 76186-04-4 This article mentions the following:
The ambruticins are a family of polyketide natural products which exhibit potent antifungal activity. Gene knockout experiments are in accord with the proposal that the tetrahydropyran ring of the ambruticins is formed via the AmbJ catalyzed epoxidation of the unsaturated 3,5-dihydroxy acid, ambruticin J, followed by regioselective cyclization to ambruticin F. Herein, a convergent approach to the total synthesis of ambruticin J (I) is described as well as model studies involving epoxidation and cyclizations of unsaturated hydroxy esters to give tetrahydropyrans and tetrahydrofurans. The total synthesis involves preparation of three key fragments which were united via a Suzuki-Miyaura cross-coupling and Julia-Kocienski olefination to generate the required carbon framework. Global deprotection to a triol and selective oxidation of the primary alc. gave, after hydrolysis of the lactone, ambruticin J. In the experiment, the researchers used many compounds, for example, (S)-4-Isopropylthiazolidine-2-thione (cas: 76186-04-4Application of 76186-04-4).
(S)-4-Isopropylthiazolidine-2-thione (cas: 76186-04-4) belongs to thiazolidine derivatives. In the thiazolidine nucleus, a large number of substitutions are possible on 2, 4 and 5 positions responsible for enhancing the compound’s pharmaceutical importance. Thiazolidines are also used in peptide and protein modification, protein chemical synthesis, as activators to innate immunity and also act as immunostimulating agents.Application of 76186-04-4
Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com