Category: 171877-39-7

Crimmins, Michael T.; Christie, Hamish S.; Hughes, Colin O. published the artcile< Synthesis and diastereoselective aldol reactions of a thiazolidinethione chiral auxiliary>, Category: thiazole, the main research area is thiazolidinethione chiral auxiliary; propanoyl thiazolidinethione syn aldol.

Thiazolidinethione chiral auxiliary I (R = H) is prepared from (S)-phenylalaninol and carbon disulfide. Propanoylated I [R = C(O)CH2CH3] can be used for either Evans syn aldol reactions or non-Evans syn aldol reactions with a variety of aldehydes, in good yield with good stereoselectivity.

Organic Syntheses published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 171877-39-7 belongs to class thiazole, and the molecular formula is C10H11NS2, Category: thiazole.

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

Lohans, Christopher T.; van Belkum, Marco J.; Cochrane, Stephen A.; Huang, Zedu; Sit, Clarissa S.; McMullen, Lynn M.; Vederas, John C. published the artcile< Biochemical, Structural, and Genetic Characterization of Tridecaptin A1, an Antagonist of Campylobacter jejuni>, Recommanded Product: (S)-4-Benzylthiazolidine-2-thione, the main research area is sequence tridecaptin A1 paenicidin B Paenibacillus gene cluster; antimicrobial agents; bacteriocins; lipopeptides; peptides; structure elucidation.

Bacillus circulans NRRL B-30644 (now Paenibacillus terrae) was previously reported to produce SRCAM 1580, a bacteriocin active against the food pathogen Campylobacter jejuni. We have been unable to isolate SRCAM 1580, and did not find any genetic determinants in the genome of this strain. We now report the reassignment of this activity to the lipopeptide tridecaptin A1. Structural characterization of tridecaptin A1 was achieved through NMR, MS/MS and GC-MS studies. The structure was confirmed through the first chem. synthesis of tridecaptin A1, which also revealed the stereochem. of the lipid chain. The impact of this stereochem. on antimicrobial activity was examined The biosynthetic machinery responsible for tridecaptin production was identified through bioinformatic analyses. P. terrae NRRL B-30644 also produces paenicidin B, a novel lantibiotic active against Gram-pos. bacteria. MS/MS analyses indicate that this lantibiotic is structurally similar to paenicidin A.

ChemBioChem published new progress about 16S rRNA Role: BSU (Biological Study, Unclassified), PRP (Properties), BIOL (Biological Study). 171877-39-7 belongs to class thiazole, and the molecular formula is C10H11NS2, Recommanded Product: (S)-4-Benzylthiazolidine-2-thione.

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

Morales-Nava, Rosmarbel; Fernandez-Zertuche, Mario; Ordonez, Mario published the artcile< Microwave-assisted improved synthesis of oxazolidin-2-ones, oxazolidine-2-thiones and thiazolidine-2-thione chiral auxiliaries>, Product Details of C10H11NS2, 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, and the molecular formula is C10H11NS2, Product Details of C10H11NS2.

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

Baiget, Jessica; Cosp, Annabel; Galvez, Erik; Gomez-Pinal, Loreto; Romea, Pedro; Urpi, Felix published the artcile< On the influence of chiral auxiliaries in the stereoselective cross-coupling reactions of titanium enolates and acetals>, Computed Properties of 171877-39-7, the main research area is acylthiazolidinethione titanium enolate coupling acetal.

Titanium enolates from chiral N-propanoyl-1,3-thiazolidine-2-thiones containing bulky substituents at C-4 turned out to be excellent platforms to get highly stereocontrolled cross-coupling reactions with acetals. Related oxazolidinethiones also afforded good results, but the corresponding oxazolidinones were completely unselective for such reactions, which proves that an exocyclic C=S bond is essential to attain a synthetically useful stereocontrol.

Tetrahedron published new progress about Acetals Role: RCT (Reactant), RACT (Reactant or Reagent). 171877-39-7 belongs to class thiazole, and the molecular formula is C10H11NS2, Computed Properties of 171877-39-7.

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

Skaanderup, Philip R.; Jensen, Thomas published the artcile< Synthesis of the Macrocyclic Core of (-)-Pladienolide B>, Product Details of C10H11NS2, the main research area is pladienolide B macrocyclic core stereoselective preparation.

An efficient synthesis of the macrocyclic core (I) of (-)-pladienolide B is disclosed. The concise route relies on a chiral auxiliary-mediated asym. aldol addition and an osmium-catalyzed asym. dihydroxylation to install the three oxygenated stereocenters of the macrocycle. This purely reagent-controlled and flexible strategy sets the stage for future analog syntheses and structure-activity relationship plotting of the appealing anticancer lead structure pladienolide B.

Organic Letters published new progress about Aldol addition, stereoselective. 171877-39-7 belongs to class thiazole, and the molecular formula is C10H11NS2, Product Details of C10H11NS2.

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

Reshi, Noor U. Din; Kathuria, Lakshay; Samuelson, Ashoka G. published the artcile< Chemoselective Reduction of Imines Catalyzed by Ruthenium(II) Half-Sandwich Complexes: A Mechanistic Study>, Product Details of C10H11NS2, 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, and the molecular formula is C10H11NS2, Product Details of C10H11NS2.

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

Andrade, Carlos Kleber Z.; Rocha, Rafael O.; Vercillo, Otilie E.; Silva, Wender A.; Matos, Ricardo Alexandre F. published the artcile< DCC/DMAP-mediated coupling of carboxylic acids with oxazolidinones and thiazolidinethiones>, Computed Properties of 171877-39-7, the main research area is DCC DMAP mediated coupling carboxylic acid oxazolidinone thiazolidinethione; acylation oxazolidinone thiazolidinethione DMAP catalyst dicyclohexylcarbodiimide reagent.

Dicyclohexylcarbodiimide and catalytic dimethylaminopyridine were successfully used in the coupling of carboxylic acids with oxazolidinones and thiazolidinethiones. The acylated products were obtained in good yields.

Synlett published new progress about Acylation. 171877-39-7 belongs to class thiazole, and the molecular formula is C10H11NS2, Computed Properties of 171877-39-7.

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

Chen, Ning; Du, Hongguang; Liu, Weidong; Wang, Shanshan; Li, Xinyao; Xu, Jiaxi published the artcile< Synthesis and Fungicidal Activity of Simple Structural 1,3-Thiazolidine-2-Thione Derivatives>, Category: thiazole, 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, and the molecular formula is C10H11NS2, Category: thiazole.

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

Din Reshi, Noor U.; Senthurpandi, Dineshchakravarthy; Samuelson, Ashoka G. published the artcile< Asymmetric transfer hydrogenation of ketones using Ru(0) nanoparticles modified by Chiral Thiones>, Electric Literature of 171877-39-7, 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, and the molecular formula is C10H11NS2, Electric Literature of 171877-39-7.

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

Lu, Cui-Fen; Zhang, Shou-Bo; Li, Yan; Yang, Gui-Chun; Chen, Zu-Xing published the artcile< Stereoselective synthesis of (R)-10-methyltridecan-2-one, the sex pheromone of the southern corn rootworm, using (4S)-benzylthiazolidinethione as a chiral auxiliary>, Application In Synthesis of 171877-39-7, the main research area is methyltridecanone stereoselective synthesis Michael addition benzylthiazolidinethione chiral auxiliary.

The stereoselective synthesis of (R)-10-methyltridecan-2-one, the sex pheromone of the southern corn rootworm, was carried out in 20.7% overall yield based on (4S)-benzylthiazolidine-2-thione (five steps). In the crucial step, the stereogenic center was generated by an asym. Michael addition using enantiomerically pure (4S)-benzylthiazolidine-2-thione as a chiral auxiliary.

Tetrahedron: Asymmetry published new progress about Michael reaction, stereoselective. 171877-39-7 belongs to class thiazole, and the molecular formula is C10H11NS2, Application In Synthesis of 171877-39-7.

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