Tag: 161.2882

A novel chiral silver(I) complex from the reaction of thiazolidinethione with AgOAc was written by Shi, Min;Jiang, Jian-Kang;Zhao, Gui-Ling. And the article was included in European Journal of Inorganic Chemistry in 2002.Formula: C6H11NS2 This article mentions the following:

A novel chiral Ag(I) complex (Ag₆L₆) was successfully synthesized from the reaction of chiral (S)-4-isopropylthiazolidine-2-thione (L) with AgOAc in CH₂Cl₂ in the presence of Et₃N and DMAP at room temperature The unique crystal structure of Ag₆L₆ was unambiguously disclosed by x-ray anal. The six Ag atoms and six (S)-4-isopropylthiazolidine-2-thione ligands present in the complex are connected through the S and N atoms to form a cluster containing a Ag octahedron with six faces of the octahedron capped by ligands. In the experiment, the researchers used many compounds, for example, (S)-4-Isopropylthiazolidine-2-thione (cas: 76186-04-4Formula: C6H11NS2).

(S)-4-Isopropylthiazolidine-2-thione (cas: 76186-04-4) belongs to thiazolidine derivatives. Thiazolidines undergo hydrolysis to aldehyde and amino thiol under acid or basic aqueous conditions. Thiazolidine is prepared as it was in its first reported synthesis, by the condensation of cysteamine and formaldehyde. Other thiazolidines may be synthesized by similar condensations. A notable derivative is 4-carboxythiazolidine, derived from formaldehyde and cysteine.Formula: C6H11NS2

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Preparation of (S)-4-isopropyl-N-propanoyl-1,3-thiazolidine-2-thione was written by Galvez, Erik;Romea, Pedro;Urpi, Felix. And the article was included in Organic Syntheses in 2009.Synthetic Route of C6H11NS2 This article mentions the following:

(4S)-4-Isopropyl-N-propanoyl-1,3-thiazolidine-2-thione was prepared by cyclization of L-valinol with CS₂ and acylation with EtCOCl. In the experiment, the researchers used many compounds, for example, (S)-4-Isopropylthiazolidine-2-thione (cas: 76186-04-4Synthetic Route of C6H11NS2).

(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. 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.Synthetic Route of C6H11NS2

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Copper-mediated regio- and enantio-selective cross-coupling of heterocyclic allyl sulfides with organomagnesium compounds: a case of 1,7-relative stereogenesis was written by Calo, Vincenzo;Nacci, Angelo;Fiandanese, Vito. And the article was included in Tetrahedron in 1996.Quality Control of (S)-4-Isopropylthiazolidine-2-thione This article mentions the following:

Optically active heterocyclic allyl sulfides, I (e.g., X = O, S, R = Ph, R¹ = CHMe₂, R³ = H) react with organomagnesium compounds, e.g., Me₂CHMgBr, in the presence of CuBr to afford optically active alkenes, e.g., Me₂CHCHPhCH:CH₂, in good yields and very high γ-selectivity. The regioselectivity depends on the solvent as well on the (CuBr):(allylic sulfide) ratio. The heterocyclic nucleus imparts asym. induction at 50-98% ee. The regio- and enantio-selectivity of these reactions would be related to the coordination exerted by the heterocyclic N toward the Cu organyl. In the experiment, the researchers used many compounds, for example, (S)-4-Isopropylthiazolidine-2-thione (cas: 76186-04-4Quality Control of (S)-4-Isopropylthiazolidine-2-thione).

(S)-4-Isopropylthiazolidine-2-thione (cas: 76186-04-4) belongs to thiazolidine derivatives. Thiazolidine derivatives have been found to exhibit very prominent anti-inflammatory and anti-nociceptive activity. Thiazolidines are also used in peptide and protein modification, protein chemical synthesis, as activators to innate immunity and also act as immunostimulating agents.Quality Control of (S)-4-Isopropylthiazolidine-2-thione

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Enantioselective synthesis of structurally intricate and complementary poly-oxygenated building blocks of spongistatin 1 (altohyrtin A) was written by Braun, Alain;Cho, Il Hwan;Ciblat, Stephane;Clyne, Dean;Forgione, Pat;Hart, Amy C.;Huang, Guoxiang;Kim, Jungchul;Modolo, Isabelle;Paquette, Leo A.;Peng, Xiaowen;Pichlmair, Stefan;Stewart, Catherine A.;Wang, Jizhou;Zuev, Dmitry. And the article was included in Collection of Czechoslovak Chemical Communications in 2009.Recommanded Product: (S)-4-Isopropylthiazolidine-2-thione This article mentions the following:

Enantioselective approaches to the construction of four complex building blocks of the structurally intricate marine macrolide known as spongistatin 1 are presented. The first phase of the synthetic effort relies on a practical approach to a enantiomerically pure spiroketal ring system incorporating rings A and B. Concurrently, the C17-C28 subunit, which houses one-fifth of the stereogenic centers of the target in the form of rings C and D, was assembled via a composite of stereocontrolled aldol condensations. Once arrival at the entire C1-C28 sector had been realized, routes were devised to provide two addnl. highly functionalized sectors consisting of C29-C44 and C38-C51. A series of subsequent transformations including cyclization of the E ring and hydroboration to afford the B-alkyl intermediate for the key Suzuki coupling to append the side chain took advantage of efficient stereocontrol. Ultimately, complete assembly and functionalization of the western EF sector of spongistatin was thwarted by an inoperative Suzuki coupling step intended to join the side chain to the C29-C44 sector, and later because of complications due to protecting groups, which precluded the complete elaboration of the late stage C29-C51 intermediate. In the experiment, the researchers used many compounds, for example, (S)-4-Isopropylthiazolidine-2-thione (cas: 76186-04-4Recommanded Product: (S)-4-Isopropylthiazolidine-2-thione).

(S)-4-Isopropylthiazolidine-2-thione (cas: 76186-04-4) belongs to thiazolidine derivatives. Thiazolidine derivatives have been found to exhibit very prominent anti-inflammatory and anti-nociceptive activity. Open-chain compounds are obtained when thiazolidines are treated with tris(trimethylsilyl)silane in a reaction in which the thiazolidine derivatives act as a source of α-aminoalkyl radicals.Recommanded Product: (S)-4-Isopropylthiazolidine-2-thione

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Stereoselective Hydrocoupling of Optically Active 3-trans-Cinnamoyloxazolidinones by Electroreduction was written by Kise, Naoki;Mashiba, Syun-ichiro;Ueda, Nasuo. And the article was included in Journal of Organic Chemistry in 1998.Related Products of 76186-04-4 This article mentions the following:

Reductive hydrocoupling of chiral 3-trans-cinnamoyloxazolidinones was studied by an electrochem. method. The electroreduction was performed conveniently at a constant current using an undivided cell. The stereoselectivity of the hydrodimers was strongly affected by the electrolyte employed. Electroreduction of (S)-4-isobutyl-3-trans-cinnamoyloxazolidinone (I) in 0.3 M Et₄NOTs/AN gave a mixture of two diastereomers of all-trans cyclized hydrodimer, and the selectivity was R,S,R/S,R,S = 85:15. On the other hand, the reduction of I in 1.7 M LiClO₄/THF afforded a diastereomeric mixture of hydrodimers in a selectivity of R,R/S,S/R,S = 5:52:43. The stereoselectivities were explained by considering stable conformations of intermediate anion radicals, i.e., syn-Z type for naked anion radicals and anti-Z type for lithiated anion radicals. Semiempirical calculations also supported this hypothesis. Electroreductions of (S)-4-isobutyl-3-cis-cinnamoyloxazolidinone and (S)-4-isobutyl-3-phenylpropioloyloxazolidinone gave the same stereoselectivity as electroreduction of I did. The electroreductive hydrocoupling was not inhibited by para and meta substitution on the aryl group of 3-trans-cinnamoyloxazolidinones. An ortho substitution, however, hindered the hydrocoupling and lowered the stereoselectivity of the hydrodimers. Electroreduction of 3-trans-cinnamoyloxazolidinethione and thiazolidinethione gave trans-3,4-diphenylcyclopentanone as a product, and the stereoselectivities were similar to that obtained from the corresponding oxazolidinone. In the experiment, the researchers used many compounds, for example, (S)-4-Isopropylthiazolidine-2-thione (cas: 76186-04-4Related Products of 76186-04-4).

(S)-4-Isopropylthiazolidine-2-thione (cas: 76186-04-4) belongs to thiazolidine derivatives. Thiazolidine is an important scaffold and has a wide range of promising biological activities. Thiazolidine derivatives have reported anti-inflammatory and anti-nociceptive activity. Thiazolidines have been applied as prodrug derivatives for various steroids containing a 3-carbonyl group to improve their topical anti-inflammatory activity. Related Products of 76186-04-4

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Synthetic studies towards lagunamide C: Polyketide assembly investigations was written by Fatino, Anthony;Weese, Chelsea;Valdez, Salvador;Jimenez-Somarribas, Alberto;Rafferty, Ryan J.. And the article was included in Tetrahedron Letters in 2018.Application In Synthesis of (S)-4-Isopropylthiazolidine-2-thione This article mentions the following:

Lagunamide C is a depsipeptide natural product with low nM cytotoxicity towards numerous cancer cell lines. Synthetically, it is disconnected to a pentapeptide backbone and polyketide unit that possesses four stereogenic centers, of which two of centers are in question (C38 & 40). Our model system highlights a high-selective aldol addition via a Crimmin’s auxiliary setting the C40 ester linkage, and a non-facially selective cyclopropanation with subsequent ring opening for the installation of the C38 Me center. In the experiment, the researchers used many compounds, for example, (S)-4-Isopropylthiazolidine-2-thione (cas: 76186-04-4Application In Synthesis of (S)-4-Isopropylthiazolidine-2-thione).

(S)-4-Isopropylthiazolidine-2-thione (cas: 76186-04-4) belongs to thiazolidine derivatives. Thiazolidine derivatives have been found to exhibit very prominent anti-inflammatory and anti-nociceptive activity. Thiazolidine is prepared as it was in its first reported synthesis, by the condensation of cysteamine and formaldehyde. Other thiazolidines may be synthesized by similar condensations. A notable derivative is 4-carboxythiazolidine, derived from formaldehyde and cysteine.Application In Synthesis of (S)-4-Isopropylthiazolidine-2-thione

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

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

Synthesis and quantum chemistry of (R) and (S)-N-cinnamyl-4-isopropylthiazolidine-2-thione was written by Li, Ye-Zhi;Guo, Chun-Xiao;Lu, Xiang-Yang;Zhao, Xiao-Gang;Huang, Hua-Min. And the article was included in Youji Huaxue in 1998.Related Products of 76186-04-4 This article mentions the following:

(R)-3-methyl-2-amino-Bu alc., [α]_D²⁰ = -15.18°C, (S)-3-methyl-2-amino-Bu alc., [α]_D²⁰ = +16.96°, were prepared by the reduction of D- or L-value Me ester in the presence of KBH₄ and CaCl₂. (R)-4-isopropylthiazolidine-2-thione, [α]_D²⁰ = +37.00° and (S)-4-isopropylthiazolidine-2-thione, [α]_D²⁰ = -36.90°, were obtained via cyclization by refluxing a solution of (R) or (S)-3-methyl-2-aminobutylalc. in CS₂ and KOH. (R)-N-cinnamyl-4-iso-Pr thiaxolidine-2-thione, [α]_D²⁰ = -169.72° and (S)-N-cinnamyl-4-isopropylthiazolidine-2-thione, [α]_D²⁰ = +173.20°, were prepared by dehydro-chlorination between cinnamyl chloride and (R) or (S)-4-isopropylthiazolidine-2-thione in the presence of Et₃N. The electronic structure of products and reactants were studied by MO PM3 method. The reaction enthalpies and optimized configuration for products were obtained. In the experiment, the researchers used many compounds, for example, (S)-4-Isopropylthiazolidine-2-thione (cas: 76186-04-4Related Products of 76186-04-4).

(S)-4-Isopropylthiazolidine-2-thione (cas: 76186-04-4) belongs to thiazolidine derivatives. Derivatives, thiazolidines, are known. For example, the drug pioglitazone contains a thiazolidine ring. Another drug that contains a thiazolidine ring is the antibiotic penicillin. Thiazolidines unsubstituted on the nitrogen atom are readily hydrolyzed by boiling aqueous solutions of acids or bases and the dissociation is complete in the presence of a compound reacting with one of the cleavage products.Related Products of 76186-04-4

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Synthesis of the Anti-HIV Agent (-)-Hyperolactone C by Using Oxonium Ylide Formation-Rearrangement was written by Hodgson, David M.;Man, Stanislav. And the article was included in Chemistry – A European Journal in 2011.Safety of (S)-4-Isopropylthiazolidine-2-thione This article mentions the following:

Starting from readily available (S)-styrene oxide, an asym. synthesis is described of the naturally occurring anti-HIV spirolactone (-)-hyperolactone C (I), which possesses adjacent fully substituted stereocenters. The key step involves a stereocontrolled Rh(II)-catalyzed oxonium ylide formation-[2,3] sigmatropic rearrangement of an α-diazo-β-ketoester bearing allylic ether functionality. From the resulting furanone, an acid-catalyzed lactonization and dehydrogenation gives the natural product. In the experiment, the researchers used many compounds, for example, (S)-4-Isopropylthiazolidine-2-thione (cas: 76186-04-4Safety of (S)-4-Isopropylthiazolidine-2-thione).

(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.Safety of (S)-4-Isopropylthiazolidine-2-thione

Referemce:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com