Month: October 2023

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

Molecular diversity of the three-component reaction of α-amino acids, dialkyl acetylenedicarboxylates and N-substituted maleimides was written by Chen, Liang;Sun, Jing;Xie, Ju;Yan, Chao-Guo. And the article was included in Organic & Biomolecular Chemistry in 2016.Computed Properties of C4H7NO2S This article mentions the following:

The one-pot three-component reaction of secondary α-amino acids, including proline, thiazolidine-4-carboxylic acid, piperidine-2-carboxylic acid and sarcosine with dialkyl acetylenedicarboxylate and N-substituted maleimides in refluxing ethanol afforded functionalized pyrrolo[3,4-a]pyrrolizines, pyrrolo[3′,4′:3,4]pyrrolo[1,2-c]thiazoles, pyrrolo[3,4-a]indolizines and octahydropyrrolo[3,4-c]pyrroles in good yields and with high diastereoselectivity. On the other hand, the similar three-component reaction containing primary α-amino acids, such as glycine, alanine, phenylalanine and leucine, with N-substituted maleimides and two mols. of dialkyl acetylenedicarboxylate gave the corresponding (hexahydropyrrolo[3,4-c]pyrrol-2(1H)-yl)maleates. In the experiment, the researchers used many compounds, for example, Thiazolidine-4-carboxylic acid (cas: 444-27-9Computed Properties of C4H7NO2S).

Thiazolidine-4-carboxylic acid (cas: 444-27-9) 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. Thiazolidine-2,4-dione (TZD) is an important derivative of thiazolidine with a sulfur and nitrogen atom in positions 1 and 3, and carbonyl in position 4 of the ring. These derivatives have a wide range of medicinal applications such as antiviral, antimicrobial, anticonvulsant, antiinflammatory, and antimalarial activities.Computed Properties of C4H7NO2S

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com