Month: November 2022

Reshi, Noor U. Din published the artcileChemoselective Reduction of Imines Catalyzed by Ruthenium(II) Half-Sandwich Complexes: A Mechanistic Study, Application of (S)-4-Benzylthiazolidine-2-thione, the main research area is reduction imine hydrosilane ruthenium catalyst mechanism preparation amine; ruthenium cymene half sandwich catalyst hydrosilane reduction imine; potential energy surface reduction imine hydrosilane ruthenium catalyst.

Ruthenium half-sandwich complexes ligated to chiral 2-oxazolidinethiones or 2-thiazolidinethiones have been examined in the reduction of N-benzylideneaniline using silyl hydrides as reductants. The chemoselective reduction of imines takes place under mild conditions to afford the corresponding amines in nearly quant. yield. Mechanistic studies indicate that dissociation of the ancillary ligands generate the active catalyst in all the complexes studied, which is the same species generated by [Ru(p-cymene)(Cl)2]2 under the reaction conditions. This results in the formation of a single catalytic species irresp. of the starting half-sandwich complex. Detailed mechanistic studies involving trapping of intermediates, in situ studies using mass spectrometry and NMR spectroscopy were carried out using the active catalyst generated by [Ru(p-cymene)(Cl)2]2. The mechanism of the reaction is dependent on the number of the hydrogen atoms in the reducing silane. The reaction proceeds via Gade-Hoffman pathway or Zheng-Chan pathway when a dihydro or trihydrosilane is the reductant. However, the use of a monohydrosilane, leads to longer reaction times presumably due to a change in the reaction pathway.

European Journal of Inorganic Chemistry published new progress about Amines Role: SPN (Synthetic Preparation), PREP (Preparation). 171877-39-7 belongs to class thiazole, name is (S)-4-Benzylthiazolidine-2-thione, and the molecular formula is C10H11NS2, Application of (S)-4-Benzylthiazolidine-2-thione.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Buchstaller, Hans-Peter published the artcileParallel solution-phase synthesis of a 2-aminothiazole library including fully automated work-up, Recommanded Product: 4-(2-Nitrophenyl)thiazole-2-amine, the main research area is thiazole thiazolamine preparation chem library.

A straightforward and effective procedure for a solution phase preparation of a 2-aminothiazole combinatorial library is described. The synthesis of the target compounds was achieved by a reaction, work-up and isolation of these thiazolamine derivatives as free bases by a fully automated method using the Chemspeed ASW 2000 automated synthesizer. The compounds were obtained in good yields and excellent purity without any further purification requirements.

Combinatorial Chemistry & High Throughput Screening published new progress about Amines Role: SPN (Synthetic Preparation), PREP (Preparation). 90323-06-1 belongs to class thiazole, name is 4-(2-Nitrophenyl)thiazole-2-amine, and the molecular formula is C9H7N3O2S, Recommanded Product: 4-(2-Nitrophenyl)thiazole-2-amine.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Din Reshi, Noor U. published the artcileAsymmetric transfer hydrogenation of ketones using Ru(0) nanoparticles modified by Chiral Thiones, Recommanded Product: (S)-4-Benzylthiazolidine-2-thione, the main research area is ketone asym transfer hydrogenation; oxazolidinethione thiozolidinethione ruthenium half sandwich complex catalyst preparation.

The catalytic asym. transfer hydrogenation (ATH) of acetophenone in isopropanol by Ru(0) nanoparticles (NPs) obtained by the in-situ reduction of Ru(II) half-sandwich complexes of chiral 2-oxazolidinethiones and 2-thiozolidinethiones was examined and compared with the catalytic activity of Ru(0) NPs formed in-situ by the reduction of [Ru(p-cymene)(Cl)2]2 in presence of optically active ligands such as (S)-4-isobutylthiazolidine-2-thione, (S)-4-isopropyl-2(-2-pyridinyl)-2-oxazoline, (8S, 9R)-(-)-cinchonidine, (S)-leucinol, (S)-phenylalaninol, and (S)-leucine. Three of the best catalytic systems were then examined for ATH of thirteen aromatic ketones with different electronic and steric properties. A maximum of 24% ee was obtained using NPs generated from the Ru (II) half-sandwich complex with (S)-4-isobutylthiazolidine-2-thione in the TH of acetophenone. The NPs were characterized by TEM and DLS measurements. Kinetic studies and poisoning experiments confirmed that the reaction is catalyzed by the chiral NPs formed in-situ. Complete characterization of the complexes, including the X-ray crystallog. characterization of two complexes, was also carried out.

Applied Organometallic Chemistry published new progress about Alcohols Role: SPN (Synthetic Preparation), PREP (Preparation). 171877-39-7 belongs to class thiazole, name is (S)-4-Benzylthiazolidine-2-thione, and the molecular formula is C10H11NS2, Recommanded Product: (S)-4-Benzylthiazolidine-2-thione.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Evans, David A. published the artcileMagnesium Halide-Catalyzed Anti-Aldol Reactions of Chiral N-Acylthiazolidinethiones, Category: thiazole, the main research area is acylthiazolidinethione aldehyde anti aldol condensation; aldol condensation catalyst magnesium halide; alc stereoselective preparation.

Diastereoselective direct aldol reactions of chiral N-acylthiazolidinethiones occur in high yield with preference for the anti diastereomer, e.g., I. This reaction is catalyzed by 10% MgBr2·OEt2 in the presence of triethylamine and chlorotrimethylsilane. Yields range from 56 to 93% with diastereoselectivity up to 19:1 for a variety of N-acylthiazolidinethiones and unsaturated aldehydes.

Organic Letters published new progress about Alcohols Role: SPN (Synthetic Preparation), PREP (Preparation). 171877-39-7 belongs to class thiazole, name is (S)-4-Benzylthiazolidine-2-thione, and the molecular formula is C10H11NS2, Category: thiazole.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Chen, Ning published the artcileA Versatile Synthesis of Various Substituted Taurines from Vicinal Amino Alcohols and Aziridines, Recommanded Product: (S)-4-Benzylthiazolidine-2-thione, the main research area is taurine substituted preparation amino alc aziridine carbon disulfide; oxidation thiazolidinethione.

Taurine and structurally diverse substituted taurines have been synthesized by peroxyformic acid oxidation of the thiazolidine-2-thione intermediates generated from vicinal amino alcs. or aziridines and carbon disulfide. The stereochem. and mechanisms of the reactions are discussed. The method is a salt-free and versatile route, convenient in terms of purification, and can be used to synthesize optically active substituted taurines. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009).

European Journal of Organic Chemistry published new progress about Amino alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 171877-39-7 belongs to class thiazole, name is (S)-4-Benzylthiazolidine-2-thione, and the molecular formula is C10H11NS2, Recommanded Product: (S)-4-Benzylthiazolidine-2-thione.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Chen, Ning published the artcileSynthesis and Fungicidal Activity of Simple Structural 1,3-Thiazolidine-2-Thione Derivatives, COA of Formula: C10H11NS2, the main research area is vicinal aminoalc carbon disulfide cyclization coupling; thiazolidinethione preparation SAR antifungal activity.

A series of simple structural 1,3-thiazolidine-2-thione derivatives I and II [R1 = H, (s)-Me, (s)-Ph, etc; R2 = H, Me, (s)-Ph] with various substituents on the S-, N-, 4-, and 5-positions was synthesized with high yields from various vicinal amino alcs. via two steps and screened for their antifungal activity. Bioassay results reveal that some thiazolidine-2-thione derivatives show strong antifungal activities against P. capsici, G. zeae, S. sclerotiorum, A. alternata, B. cinerea, or R. solani. The SAR anal. indicates that N-acyl substituted and 4-alkyl substituents can enhance the antifungal activity. Notably, I [R1 = (s)-iPr, R2 = H] shows excellent activity against B. cinerea and G. zeae with IC50 values at 3.7 μg/mL and 6.5 μg/mL, resp., and I [ R1 = (s)-iBu, R2 = H] shows remarkable fungicidal activity against R. solani, S. sclerotiorum, and G. zeae with IC50 values at 1.0 μg/mL, 12.1 μg/mL, and 11.0 μg/mL, resp.

Phosphorus, Sulfur and Silicon and the Related Elements published new progress about Amino alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 171877-39-7 belongs to class thiazole, name is (S)-4-Benzylthiazolidine-2-thione, and the molecular formula is C10H11NS2, COA of Formula: C10H11NS2.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Delaunay, Dominique published the artcileReactivity of β-Amino Alcohols with Carbon Disulfide Study on the Synthesis of 2-Oxazolidinethiones and 2-Thiazolidinethiones, Application of (S)-4-Benzylthiazolidine-2-thione, the main research area is oxazolidinethione thiazolidinethione preparation.

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.

Journal of Organic Chemistry published new progress about Amino alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 171877-39-7 belongs to class thiazole, name is (S)-4-Benzylthiazolidine-2-thione, and the molecular formula is C10H11NS2, Application of (S)-4-Benzylthiazolidine-2-thione.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Su, H. published the artcileA study of the alkylation and acylation of N-acylthiazolidinethione, COA of Formula: C10H11NS2, the main research area is acylthiazolidinethione alkylation acylation.

Studying the alkylation and acylation of N-acylthiazolidinethione, the desired α-alkylated products and C-acylated products are not obtained, but rather the S-alkylated products and O-acylated products were obtained. The possible mechanism proposed shows that the deprotonation agent and electrophilic species are responsible for the stability of enolates. The enolates derived from N-acylthiazolidinethiones are decomposed in the presence of base, but they are comparatively stable in the presence of Lewis acid. When electrophilic reagent is alkyl halide, the enolate decomposition is the dominating pathway, and affords the S-alkylated products; and when electrophilic reagent is acyl chloride, the formation of a highly ordered chelated transition-state is the dominating pathway, and affords the O-acylated products.

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry published new progress about Acid chlorides Role: RCT (Reactant), RACT (Reactant or Reagent). 171877-39-7 belongs to class thiazole, name is (S)-4-Benzylthiazolidine-2-thione, and the molecular formula is C10H11NS2, COA of Formula: C10H11NS2.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Morales-Nava, Rosmarbel published the artcileMicrowave-assisted improved synthesis of oxazolidin-2-ones, oxazolidine-2-thiones and thiazolidine-2-thione chiral auxiliaries, Name: (S)-4-Benzylthiazolidine-2-thione, the main research area is amino alc carbonate cyclization carbonylation microwave; carbon sulfide amino alc cyclization carbonylation microwave; oxazolidinone chiral auxiliary preparation; oxazolidinethione chiral auxiliary preparation; thiazolidinethione chiral auxiliary preparation.

The synthesis of the target compounds was achieved by a microwave-assisted method and typical 4-substituted oxazolidinone chiral auxiliaries were obtained. Under these conditions, treatment of (S)-phenylalaninol, (S)-phenylglycinol, (S)-valinol, and (1S,2R)-norephedrine with (EtO)2CO or CS2 under the appropriate and specific microwave reaction conditions, led to an efficient synthesis of oxazolidin-2-ones, oxazolidine-2-thiones, and thiazolidine-2-thiones. The methodol. provides these chiral auxiliaries with improved yields and a remarkable reduction in reaction times, particularly in the case of 2-thiazolidinethione derivatives, as compared with the conventional methods.

Molecules published new progress about Amino alcohols, chiral Role: RCT (Reactant), RACT (Reactant or Reagent). 171877-39-7 belongs to class thiazole, name is (S)-4-Benzylthiazolidine-2-thione, and the molecular formula is C10H11NS2, Name: (S)-4-Benzylthiazolidine-2-thione.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Protopopov, Mykola V. published the artcileIdentification of 1,3-thiazole-5-carboxylic Acid Derivatives as Inhibitors of Protein Kinase CK2, Safety of 2-(4-Fluorophenyl)-4-methylthiazole-5-carboxylic acid, the main research area is protein kinase thiazole carboxylic acid CK inhibitor.

Serine/threonine protein kinase CK2 is involved in the regulation of a number of cellular functions such as cell growth, proliferation, differentiation and apoptosis. Increased activity of CK2 is associated with the development of different types of cancer, inflammatory response, pain and virus infections. Therefore, protein kinase CK2 is an attractive mol. target for the development of small-mol. inhibitors which can be important compounds for pharmaceutical application. The main aim of this research is to identify novel chem. class of CK2 inhibitors with good lead-like properties. In order to find novel CK2 inhibitors, virtual screening experiments were performed using Autodock software. Best-scored compounds were tested in vitro using P32 radioactive kinase assay. Small-mol. inhibitors of protein kinase CK2 were identified among the derivatives of 1,3-thiazole-5-carboxylic acid. The most active compound inhibited CK2 with IC50 value of 0.4 μM. Ligand efficiency for studied derivatives of 1,3-thiazole-5-carboxylic acid was in the range from 0.45 to 0.56 kcal/mol/non-hydrogen atom. Considering the fact that the lower limit for ligand efficiency parameter is 0.3, the identified CK2 inhibitors among the derivatives of 1,3-thiazole-5-carboxylic acid are excellent candidates for further lead optimization.

Current Enzyme Inhibition published new progress about Amino acids Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 144060-99-1 belongs to class thiazole, name is 2-(4-Fluorophenyl)-4-methylthiazole-5-carboxylic acid, and the molecular formula is C11H8FNO2S, Safety of 2-(4-Fluorophenyl)-4-methylthiazole-5-carboxylic acid.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica