Day: November 28, 2022

Benzotetramisole catalyzed kinetic resolution of 2H-azirines was written by Peng, Qiupeng;Guo, Donghui;Zhang, Bei;Liu, Lala;Wang, Jian. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2020.Electric Literature of C16H14N2S The following contents are mentioned in the article:

An unprecedented benzotetramisole (BTM)-catalyzed kinetic resolution for the efficient synthesis of chiral 2H-azirines is described. This protocol provides two chiral isomers in one step with broad scope, good yield and high enantioselectivity. In addition, the optically pure 2H-azirine products have proven to be useful building blocks for further synthetic transformations. This study involved multiple reactions and reactants, such as (S)-2-Benzyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole (cas: 1239015-83-8Electric Literature of C16H14N2S).

(S)-2-Benzyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole (cas: 1239015-83-8) belongs to thiazole derivatives. The higher aromaticity of thiazole is due to delocalization of a lone pair of sulfur electrons across the ring, which is evidenced by chemical shifts of ring hydrogen at δ 7.27 and 8.77 ppm (C2 and C4), indicating diamagnetic ring current.Various laboratory methods exist for the organic synthesis of thiazoles. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.Electric Literature of C16H14N2S

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

TBHP/AIBN-Mediated Synthesis of 2-Amino-thiazoles from Active Methylene Ketones and Thiourea under Metal-free Conditions was written by Sun, Jiyun;Ge, Huaibin;Zhen, Xiaohua;An, Xuechan;Zhang, Guangtao;Zhang-Negrerie, Daisy;Du, Yunfei;Zhao, Kang. And the article was included in Tetrahedron in 2018.Product Details of 303994-99-2 The following contents are mentioned in the article:

A new oxidative system of tert-Bu hydroperoxide (TBHP)/azodiisobutyronitrile (AIBN) was used for the first time for a convenient, metal-free synthesis of substituted 2-aminothiazoles from active methylene ketone derivatives and thiourea. The reaction was postulated to proceed via an oxidative cyclization initiated by a radical process and followed by a condensation reaction. This study involved multiple reactions and reactants, such as 2-Amino-4-(tert-butyl)thiazole-5-carbonitrile (cas: 303994-99-2Product Details of 303994-99-2).

2-Amino-4-(tert-butyl)thiazole-5-carbonitrile (cas: 303994-99-2) belongs to thiazole derivatives. Thiazoles frequently appear in peptide studies. Thiazoles can also be used as protected formyl groups, which can be released in later stages of complex natural product synthesis. The pyridine-type nitrogen in the thiazole ring deactivates the ring for electrophilic substitution reactions, which is further reduced in acid due to protonation of the thiazole ring.Product Details of 303994-99-2

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

A concise method for fully automated radiosyntheses of [¹⁸F]JNJ-46356479 and [¹⁸F]FITM via Cu-mediated ¹⁸F-fluorination of organoboranes was written by Yuan, Gengyang;Shoup, Timothy M.;Moon, Sung-Hyun;Brownell, Anna-Liisa. And the article was included in RSC Advances in 2020.COA of Formula: C8H7ClN4S The following contents are mentioned in the article:

A modified alc.-enhanced 18F-fluorodeboronation has been developed for the radiosyntheses of [¹⁸F]JNJ-46356479 and [¹⁸F]FITM. Unlike the [¹⁸F]KF/K222 approach, this method tolerates the presence of sensitive heterocycles in Bpin precursors 4 and 8 allowing a one-step ¹⁸F-fluorodeboronation on the fully automated TRACERlab FXFN platform. This study involved multiple reactions and reactants, such as 4-(6-Chloropyrimidin-4-yl)-N-methylthiazol-2-amine (cas: 932738-80-2COA of Formula: C8H7ClN4S).

4-(6-Chloropyrimidin-4-yl)-N-methylthiazol-2-amine (cas: 932738-80-2) belongs to thiazole derivatives. The higher aromaticity of thiazole is due to delocalization of a lone pair of sulfur electrons across the ring, which is evidenced by chemical shifts of ring hydrogen at δ 7.27 and 8.77 ppm (C2 and C4), indicating diamagnetic ring current. Thiazole is a versatile building block for the construction and lead generation of new drug discoveries. Numerous diazole-based compounds are in clinical use as anticancer, antileukemic, antiinflammatory, antiviral, antifungal, antirheumatic, immunomodulator, and antiparasitic agents.COA of Formula: C8H7ClN4S

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

Synthesis of Chiral Esters via Asymmetric Wolff Rearrangement Reaction was written by Meng, Jing;Ding, Wei-Wei;Han, Zhi-Yong. And the article was included in Organic Letters in 2019.Safety of (S)-2-Benzyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole The following contents are mentioned in the article:

The first asym. Wolff rearrangement reaction that directly converts α-diazoketones into broadly useful chiral α,α-disubstituted carboxylic esters with high enantioselectivities (up to 97.5:2.5 er) is reported. The cascade reaction proceeds through the seamless combination of visible-light-induced formation of the ketene intermediate and asym. ketene esterification using a readily available benzotetramisole-type catalyst. This study involved multiple reactions and reactants, such as (S)-2-Benzyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole (cas: 1239015-83-8Safety of (S)-2-Benzyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole).

(S)-2-Benzyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole (cas: 1239015-83-8) belongs to thiazole derivatives. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities. Thiazole sulfonation occurs only under forcing conditions: the action of oleum at 250 °C for 3 hours in the presence of mercury(II) sulfate leads to 65% formation of 5-thiazole sulfonic acid.Safety of (S)-2-Benzyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole

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

Total Syntheses of Epothilones B and D was written by Jung, Jae-Chul;Kache, Rajashaker;Vines, Kimberly K.;Zheng, Yan-Song;Bijoy, Panicker;Valluri, Muralikrishna;Avery, Mitchell A.. And the article was included in Journal of Organic Chemistry in 2004.Recommanded Product: 4-(Bromomethyl)-2-methylthiazole The following contents are mentioned in the article:

A convergent, total synthesis of epothilones B (I; X = O) and D (I; X = bond) is described. The key steps are Normant coupling to establish the desired (Z)-stereochem. at C12-C13, Wadsworth-Emmons olefination, diastereoselective aldol condensation of aldehyde II with the enolate of keto acid derivatives to form the C6-C7 bond, selective deprotection, and macrolactonization. This study involved multiple reactions and reactants, such as 4-(Bromomethyl)-2-methylthiazole (cas: 74704-39-5Recommanded Product: 4-(Bromomethyl)-2-methylthiazole).

4-(Bromomethyl)-2-methylthiazole (cas: 74704-39-5) belongs to thiazole derivatives. The thiazole ring is notable as a component of the vitamin thiamine (B1). Various laboratory methods exist for the organic synthesis of thiazoles. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides.Recommanded Product: 4-(Bromomethyl)-2-methylthiazole

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

Discovery and in vitro and in vivo profiles of 4-fluoro-N-[4-[6-(isopropylamino)pyrimidin-4-yl]-1,3-thiazol-2-yl]-N-methylbenzamide as novel class of an orally active metabotropic glutamate receptor 1 (mGluR1) antagonist was written by Satoh, Atsushi;Nagatomi, Yasushi;Hirata, Yukari;Ito, Satoru;Suzuki, Gentaroh;Kimura, Toshifumi;Maehara, Shunsuke;Hikichi, Hirohiko;Satow, Akio;Hata, Mikiko;Ohta, Hisashi;Kawamoto, Hiroshi. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2009.Application In Synthesis of 4-(6-Chloropyrimidin-4-yl)-N-methylthiazol-2-amine The following contents are mentioned in the article:

We identified 4-fluoro-N-[4-[6-(isopropylamino)pyrimidin-4-yl]-1,3-thiazol-2-yl]-N-methylbenzamide 27 (I) as a potent mGluR1 antagonist. The compound possessed excellent subtype selectivity and good PK profile in rats. It also demonstrated relatively potent antipsychotic-like effects in several animal models. Suitable for development as a PET tracer, compound 27 would have great potential for elucidation of mGluR1 functions in human. This study involved multiple reactions and reactants, such as 4-(6-Chloropyrimidin-4-yl)-N-methylthiazol-2-amine (cas: 932738-80-2Application In Synthesis of 4-(6-Chloropyrimidin-4-yl)-N-methylthiazol-2-amine).

4-(6-Chloropyrimidin-4-yl)-N-methylthiazol-2-amine (cas: 932738-80-2) belongs to thiazole derivatives. Thiazoles frequently appear in peptide studies. Thiazoles can also be used as protected formyl groups, which can be released in later stages of complex natural product synthesis. The nitrogen in thiazole is sp2 hybridized and the lone pair of electrons localized on the nitrogen is less reactive due to increased aromatic character and decreased basicity. It is protonated and alkylated/acylated at nitrogen forming hydrochloride and quaternary thiazolium salt.Application In Synthesis of 4-(6-Chloropyrimidin-4-yl)-N-methylthiazol-2-amine

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

Synergizing palladium with Lewis base catalysis for stereodivergent coupling of 1,3-dienes with pentafluorophenyl acetates was written by Zhang, Qinglong;Zhu, Minghui;Zi, Weiwei. And the article was included in Chem in 2022.Related Products of 1239015-83-8 The following contents are mentioned in the article:

Herein, a synergistic Pd/Lewis-base-catalyzed stereodivergent coupling of 1,3-dienes with pentafluorophenyl acetates was reported. All four stereoisomers of the coupling products was selectively obtained from the same pair of substrates simply by varying the relative chirality of the two catalysts. Coupled with the late-stage transformation of the pentafluorophenyl moiety, this method provided a general method to prepare various chiral mols. bearing vicinal stereocenters. This study involved multiple reactions and reactants, such as (S)-2-Benzyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole (cas: 1239015-83-8Related Products of 1239015-83-8).

(S)-2-Benzyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole (cas: 1239015-83-8) belongs to thiazole derivatives. Thiazoles frequently appear in peptide studies. Thiazoles can also be used as protected formyl groups, which can be released in later stages of complex natural product synthesis. There are numerous natural products that possess a thiazole ring with broad pharmacological activities. Thiamine, also known as vitamin B1, possesses a thiazole ring linked with 2-methylpyrimidine-4-amine as hydrochloride salt.Related Products of 1239015-83-8

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

Coumarins with highly stokes shifted absorption and emission was written by Sekar, N.. And the article was included in Colourage in 2022.Application In Synthesis of 3-(Benzo[d]thiazol-2-yl)-7-(diethylamino)-2H-chromen-2-one The following contents are mentioned in the article:

Fluorescent chromophores with long-wavelength emission has arisen in conjunction with single-mol. spectroscopy of biomols. where most traditional dyes lack the required fluorescence quantum yield and photostability or whose performance is hampered by aggregation of their extended-conjugated cores. Fluorescence imaging of single mols. is a powerful technique in which subtle characteristics of the structure and dynamics of complex condensed materials are revealed that are otherwise hidden in ensemble measurements. This study involved multiple reactions and reactants, such as 3-(Benzo[d]thiazol-2-yl)-7-(diethylamino)-2H-chromen-2-one (cas: 38215-36-0Application In Synthesis of 3-(Benzo[d]thiazol-2-yl)-7-(diethylamino)-2H-chromen-2-one).

3-(Benzo[d]thiazol-2-yl)-7-(diethylamino)-2H-chromen-2-one (cas: 38215-36-0) belongs to thiazole derivatives. Thiazoles frequently appear in peptide studies. Thiazoles can also be used as protected formyl groups, which can be released in later stages of complex natural product synthesis. The nitrogen in thiazole is sp2 hybridized and the lone pair of electrons localized on the nitrogen is less reactive due to increased aromatic character and decreased basicity. It is protonated and alkylated/acylated at nitrogen forming hydrochloride and quaternary thiazolium salt.Application In Synthesis of 3-(Benzo[d]thiazol-2-yl)-7-(diethylamino)-2H-chromen-2-one

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

Phthalazinone Pyrazoles as Potent, Selective, and Orally Bioavailable Inhibitors of Aurora-A Kinase was written by Prime, Michael E.;Courtney, Stephen M.;Brookfield, Frederick A.;Marston, Richard W.;Walker, Victoria;Warne, Justin;Boyd, Andrew E.;Kairies, Norman A.;von der Saal, Wolfgang;Limberg, Anja;Georges, Guy;Engh, Richard A.;Goller, Bernhard;Rueger, Petra;Rueth, Matthias. And the article was included in Journal of Medicinal Chemistry in 2011.Electric Literature of C5H6BrNS The following contents are mentioned in the article:

The inhibition of Aurora kinases in order to arrest mitosis and subsequently inhibit tumor growth via apoptosis of proliferating cells has generated significant discussion within the literature. We report a novel class of Aurora kinase inhibitors based upon a phthalazinone pyrazole scaffold. The development of the phthalazinone template resulted in a potent Aurora-A selective series of compounds (typically >1000-fold selectivity over Aurora-B) that display good pharmacol. profiles with significantly improved oral bioavailability compared to the well studied Aurora inhibitor VX-680. This study involved multiple reactions and reactants, such as 4-(Bromomethyl)-2-methylthiazole (cas: 74704-39-5Electric Literature of C5H6BrNS).

4-(Bromomethyl)-2-methylthiazole (cas: 74704-39-5) belongs to thiazole derivatives. Thiazole is a five-membered, unsaturated, planar, π-excessive heteroaromatic containing one sulfur atom and one pyridine-type nitrogen atom at position 3 of the cyclic ring system. The pyridine-type nitrogen in the thiazole ring deactivates the ring for electrophilic substitution reactions, which is further reduced in acid due to protonation of the thiazole ring.Electric Literature of C5H6BrNS

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

Palladium-Catalyzed Regioselective C-H Heteroarylation of Pyridotriazoles was written by Rawat, Deepa;Semwal, Rashmi;Adimurthy, Subbarayappa. And the article was included in ChemistrySelect in 2022.Formula: C7H4FNS The following contents are mentioned in the article:

An efficient and regioselective palladium-catalyzed C-H heteroarylation of [1,2,3]triazolo[1,5-a]pyridines with benzo[b]thiophenes and benzothiazoles was described. A series of C-7 arylated [1,2,3]triazolo[1,5-a]pyridines were obtained in moderate to good yields with exclusive regioselectivity and good functional group tolerance. DBU (1,8-Diazabicyclo(5.4.0)undec-7-ene) as a base and Ag₂CO₃ as oxidant were the best combination for the transformation and avoided the pre-functionalized substrates. Control experiments suggested that the reaction proceeds through ionic pathway. This study involved multiple reactions and reactants, such as 7-Fluorobenzo[d]thiazole (cas: 214855-12-6Formula: C7H4FNS).

7-Fluorobenzo[d]thiazole (cas: 214855-12-6) belongs to thiazole derivatives. The thiazole ring has been identified as a central feature of numerous natural products, perhaps the most famous example of which is epothilone. Various laboratory methods exist for the organic synthesis of thiazoles. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides.Formula: C7H4FNS

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