Category: 171877-39-7

Yamada, S.; Misono, T.; Ichikawa, M.; Morita, C. published the artcile< Regio- and stereoselective synthesis of 1,4-dihydropyridines by way of an intramolecular interaction of a thiocarbonyl or carbonyl with a pyridinium nucleus>, Recommanded Product: (S)-4-Benzylthiazolidine-2-thione, the main research area is pyridine regioselective stereoselective preparation; thiocarbonyl interaction pyridinium; carbonyl interaction pyridinium; stereoselective regioselective nucleophilic addition acetal organometallic pyridinium salt; absolute configuration pyridine CD.

Chiral 1,4-dihydropyridines were prepared by the regio- and stereoselective addition of ketene silyl acetals and organometallic reagents to pyridinium salts. In the addition reaction, an intramol. interaction between the thiocarbonyl or carbonyl with the pyridinium nucleus plays an important role in bringing about the selectivities. The absolute configuration of the newly produced stereogenic center of the 1,4-dihydropyridines was determined by X-ray anal. and CD Cotton effects after conversion into the appropriate derivatives The working model for the stereoselectivity was proposed based on the ab initio calculations at the RHF/3-21G* level.

Tetrahedron published new progress about Absolute configuration. 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

Aursnes, M.; Tungen, J. E.; Vik, A.; Dalli, J.; Hansen, T. V. published the artcile< Stereoselective synthesis of protectin D1: a potent anti-inflammatory and proresolving lipid mediator>, Related Products of 171877-39-7, the main research area is protectin D1 stereoselective synthesis antiinflammatory proresolving lipid mediator; Wittig reaction Evans Aldol hydrogenation Lindlar catalyst chiral auxiliary.

A convergent stereoselective synthesis of the potent anti-inflammatory, proresolving and neuroprotective lipid mediator protectin D1 has been achieved in 15% yield over eight steps. The key features were a stereocontrolled Evans-aldol reaction with Nagao’s chiral auxiliary and a highly selective Lindlar reduction of internal alkyne (I) , allowing the sensitive conjugated E,E,Z-triene to be introduced late in the preparation of protectin D1. The UV and LC/MS-MS data of synthetic protectin D1 matched those obtained from endogenously produced material.

Organic & Biomolecular Chemistry published new progress about Aldol addition, stereoselective. 171877-39-7 belongs to class thiazole, and the molecular formula is C10H11NS2, Related Products of 171877-39-7.

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

Royo, Santiago; Schirmeister, Tanja; Kaiser, Marcel; Jung, Sascha; Rodriguez, Santiago; Bautista, Jose Manuel; Gonzalez, Florenci V. published the artcile< Antiprotozoal and cysteine proteases inhibitory activity of dipeptidyl enoates>, Quality Control of 171877-39-7, the main research area is antiprotozoal cysteine protease inhibitor dipeptidyl enoate derivative preparation; Chagas disease; Cysteine proteases; Inhibitors; Malaria; Sleeping sickness.

A family of dipeptidyl enoates has been prepared and tested against the parasitic cysteine proteases rhodesain, cruzain and falcipain-2 related to sleeping sickness, Chagas disease and malaria, resp. They have also been tested against human cathepsins B and L1 for selectivity. Dipeptidyl enoates resulted to be irreversible inhibitors of these enzymes. Some of the members of the family are very potent inhibitors of parasitic cysteine proteases displaying k2nd (M-1s-1) values of seven orders of magnitude. In vivo antiprotozoal testing was also performed. Inhibitors exhibited IC50 values in the micromolar range against Plasmodium falciparum, Trypanosoma brucei, Trypanosoma cruzi and even more promising lower values against Leishmania donovanii.

Bioorganic & Medicinal Chemistry published new progress about Antimalarials. 171877-39-7 belongs to class thiazole, and the molecular formula is C10H11NS2, Quality Control of 171877-39-7.

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

Aitken, R. Alan; Armstrong, David P.; Galt, Ronald H. B.; Mesher, Shaun T. E. published the artcile< Synthesis and pyrolytic behavior of thiazolidin-2-one 1,1-dioxides>, Application In Synthesis of 171877-39-7, the main research area is thiazolidinone dioxide preparation pyrolysis.

Four examples of chiral thiazolidin-2-one 1,1-dioxides I [R1 = PhCH2; R2 = H, PhCH2, Me2CH; R3 = H, Et; R1R2 = (CH2)3] have been prepared by reaction of the appropriate amino alcs. with CS2 in aqueous sodium hydroxide to give thiazolidine-2-thiones, followed by oxidation with KMnO4 under phase-transfer conditions in the presence of benzoic acid, either directly or via the thiazolidin-2-ones. Upon flash vacuum pyrolysis (FVP) at 650°C, I (R1 = PhCH2; R2 = H, PhCH2, Me2CH; R3 = H, Et) decompose mainly by loss of SO2 to give an alkene and benzyl isocyanate together with other products from fragmentation of the N-benzyl group. A significant minor pathway involves net loss of CO2 and water to give 2-phenyl-4,5-dihydrothiazoles together with their aromatization products. A mechanism for this new heterocyclic transformation is proposed involving initial expansion to a cyclic carbamic-sulfinic anhydride (2,1,4-oxathiazin-3-one 1-oxide).

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry published new progress about Thermal decomposition. 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

Bumbu, Valentina D.; Yang, Xing; Birman, Vladimir B. published the artcile< Kinetic Resolution of N-Acyl-Thiolactams via Catalytic Enantioselective Deacylation>, Application of C10H11NS2, the main research area is kinetic resolution acyl thiolactam catalytic enantioselective deacylation benzotetramisole.

Methanolysis of N-acylthiazolidin-2-thiones and -oxazolidin-2-thiones in the presence of acyl transfer catalyst benzotetramisole (BTM) proceeds in a highly enantioselective fashion thus enabling kinetic resolution of these substrates [e.g., treatment of thiolactam (±)-I with MeOH, catalyst II and PhCO2H afforded (S)-III + (R)-I with s = 84].

Organic Letters published new progress about Acylation catalysts (stereoselective). 171877-39-7 belongs to class thiazole, and the molecular formula is C10H11NS2, Application of C10H11NS2.

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

Peixoto, Philippe A.; Richard, Jean-Alexandre; Severin, Rene; Chen, David Y.-K. published the artcile< Total Synthesis of Echinopines A and B: Exploiting a Bioinspired Late-Stage Intramolecular Cyclopropanation>, Related Products of 171877-39-7, the main research area is echinopine A B synthesis intramol cyclopropanation.

Total synthesis of echinopine A and B have been accomplished, based on a strategy that involved two transition-metal-mediated ene-yne cycloisomerizations. A modified Pd-catalyzed enyne cycloisomerization/intramol. Diels-Alder cascade rendered a more streamlined synthesis of tricyclic ketone I, and a Ru-catalyzed ene-yne cycloisomerization/cyclopropanation resembled the late-stage [5/7] → [3/5/5/7] ring-forming sequence in the proposed biosynthetic pathway.

Organic Letters published new progress about Cycloisomerization. 171877-39-7 belongs to class thiazole, and the molecular formula is C10H11NS2, Related Products of 171877-39-7.

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

Wu, Yikang; Sun, Ya-Ping; Yang, Yong-Qing; Hu, Qi; Zhang, Qi published the artcile< Removal of thiazolidinethione auxiliaries with benzyl alcohol mediated by DMAP>, SDS of cas: 171877-39-7, the main research area is acylthiazolidinethione benzyl alc substitution DMAP; benzyl ester preparation; DMAP substitution mediator.

In the presence of DMAP, a range of N-acylthiazolidinethiones carrying different substituents were smoothly converted into benzyl esters, e.g., I. All the benzyl esters were obtained in good yields.

Journal of Organic Chemistry published new progress about Aldol condensation, stereoselective. 171877-39-7 belongs to class thiazole, and the molecular formula is C10H11NS2, SDS of cas: 171877-39-7.

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

Marson, Charles M.; Matthews, Christopher J.; Yiannaki, Elena; Atkinson, Stephen J.; Soden, Peter E.; Shukla, Lena; Lamadema, Nermina; Thomas, N. Shaun B. published the artcile< Discovery of Potent, Isoform-Selective Inhibitors of Histone Deacetylase Containing Chiral Heterocyclic Capping Groups and a N-(2-Aminophenyl)benzamide Binding Unit>, Product Details of C10H11NS2, the main research area is aminophenylbenzamide pyrimidine imidazolinone thiazoline capped preparation histone deacetylase inhibition; thiazoline capped HDAC3 NCoR1 inhibitor preparation antitumor activity apoptosis.

The synthesis of a novel series of potent chiral inhibitors of histone deacetylase (HDAC) is described that contain a heterocyclic capping group and a N-(2-aminophenyl)benzamide unit that binds in the active site. In vitro assays for the inhibition of HDAC1, HDAC2, HDAC3-NCoR1, and HDAC8 by the N-(2-aminophenyl)benzamide I gave resp. IC50 values of 930, 85, 12, and 4100 nM, exhibiting class I selectivity and potent inhibition of HDAC3-NCoR1. Both imidazolinone and thiazoline rings are shown to be effective replacements for the pyrimidine ring present in many other 2-(aminophenyl)benzamides previously reported, an example of each ring system at 1 μM causing an increase in histone H3K9 acetylation in the human cell lines Jurkat and HeLa and an increase in cell death consistent with induction of apoptosis. Inhibition of the growth of MCF-7, A549, DU145, and HCT116 cell lines by I was observed, with resp. IC50 values of 5.4, 5.8, 6.4, and 2.2 mM.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 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

Sunnapu, Ranganayakulu; Banoth, Saikumar Naik; Reyno, R. S.; Thomas, Aleena; Venugopal, Navyasree; Rajendar, Goreti published the artcile< Stereoselective Total Synthesis of (-)-(2S,4R)-3'-Methoxyl Citreochlorol: Preparation and Use of New Proline-Based Auxiliary for Asymmetric Acetate Aldol Reaction>, Synthetic Route of 171877-39-7, the main research area is methoxyl citreochlorol stereoselective total synthesis asym aldol.

The first stereoselective total synthesis of (-)-(2S,4R)-3′-methoxy citreochlorol and (+)-(2S,4S)-3′-methoxy citreochlorol, I (R = OH, R1 = H; R = H, R1 = OH, resp.) is demonstrated. A proline-based imidazolidinone, II, was synthesized and used as chiral auxiliary for the asym. acetate aldol reaction to generate initial chirality in the targeted mol. The geminal dichloromethane functionality was introduced by the addition of in situ-generated dichloromethyllithium to Weinreb’s amide functional group.

Journal of Organic Chemistry published new progress about Aldol addition, stereoselective. 171877-39-7 belongs to class thiazole, and the molecular formula is C10H11NS2, Synthetic Route of 171877-39-7.

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

Royo, Santiago; Rodriguez, Santiago; Schirmeister, Tanja; Kesselring, Jochen; Kaiser, Marcel; Gonzalez, Florenci V. published the artcile< Dipeptidyl Enoates As Potent Rhodesain Inhibitors That Display a Dual Mode of Action>, Electric Literature of 171877-39-7, the main research area is dipeptidyl enoate derivative preparation rhodesain inhibitor trypanosomicides; dipeptidyl enoates; inhibitors; rhodesain; sleeping sickness; trypanosomiasis.

Dipeptidyl enoates were prepared through a high-yielding two-step synthetic route. They have a dipeptidic structure with a 4-oxoenoate moiety as a warhead with multiple reactive sites. Dipeptidyl enoates were screened against rhodesain and human cathepsins B and L, and were found to be potent and selective inhibitors of rhodesain. Among them (S,E)-Et 5-((S)-2-{[(benzyloxy)carbonyl]amino}-3-phenylpropanamido)-7-methyl-4-oxooct-2-enoate (6) was the most potent, with an IC50 value of 16.4 nΜ and kinact/Ki=1.6×106 Μ-1 s-1 against rhodesain. These dipeptidyl enoates display a reversible mode of inhibition at very low concentrations and an irreversible mode at higher concentrations Inhibition kinetics data, supported by docking studies, suggest a dual mode of action via attack of cysteine thiolate at two reactive positions.

ChemMedChem published new progress about Enzyme inhibitors (rhodesain). 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