Stress, Cedric J’s team published research in Angewandte Chemie, International Edition in 2019 | 96929-05-4

Angewandte Chemie, International Editionpublished new progress about Combinatorial library (DNA-encoded). 96929-05-4 belongs to class thiazole, and the molecular formula is C12H18N2O4S, Category: thiazole.

Stress, Cedric J.; Sauter, Basilius; Schneider, Lukas A.; Sharpe, Timothy; Gillingham, Dennis published the artcile< A DNA-Encoded Chemical Library Incorporating Elements of Natural Macrocycles>, Category: thiazole, the main research area is DNA encoded library macrocycle compound; DNA chemistry; DNA-encoded libraries; Lipinski rules; chemical libraries; macrocycles.

Here the authors show a seven-step chem. synthesis of a DNA-encoded macrocycle library (DEML) on DNA. Inspired by polyketide and mixed peptide-polyketide natural products, the library was designed to incorporate rich backbone diversity. Achieving this diversity, however, comes at the cost of the custom synthesis of bifunctional building block libraries. This study outlines the importance of careful retrosynthetic design in DNA-encoded libraries, while revealing areas where new DNA synthetic methods are needed.

Angewandte Chemie, International Editionpublished new progress about Combinatorial library (DNA-encoded). 96929-05-4 belongs to class thiazole, and the molecular formula is C12H18N2O4S, Category: thiazole.

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

Pena, Stella’s team published research in Bioorganic & Medicinal Chemistry Letters in 2012-08-01 | 96929-05-4

Bioorganic & Medicinal Chemistry Letterspublished new progress about Antimalarials. 96929-05-4 belongs to class thiazole, and the molecular formula is C12H18N2O4S, Application In Synthesis of 96929-05-4.

Pena, Stella; Scarone, Laura; Manta, Eduardo; Stewart, Lindsay; Yardley, Vanessa; Croft, Simon; Serra, Gloria published the artcile< Synthesis of a Microcystis aeruginosa predicted metabolite with antimalarial activity>, Application In Synthesis of 96929-05-4, the main research area is peptidomimetic synthesis Microcystis aeruginosa metabolite antimalarial agent; peptide coupling oxazole thiazole macrocyclization.

The synthesis of a Microcystis aeruginosa predicted metabolite analog of aerucyclamide B was performed. This hexacyclopeptide was obtained from three heterocyclic building blocks by a convergent macrocycle-assembly methodol. The compound exhibited good in vitro antiplasmodial activity (IC50: 0.18μM, K1, chloroquine-resistant strain).

Bioorganic & Medicinal Chemistry Letterspublished new progress about Antimalarials. 96929-05-4 belongs to class thiazole, and the molecular formula is C12H18N2O4S, Application In Synthesis of 96929-05-4.

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

Downstream synthetic route of 96929-05-4

The synthetic route of 96929-05-4 has been constantly updated, and we look forward to future research findings.

96929-05-4, Ethyl 2-(((tert-butoxycarbonyl)amino)methyl)thiazole-4-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

96929-05-4, a) Boc-2-Aminomethylthiazole-4-carboxamide; [00073] At 10 C., ethyl bromopyruvate (386 g, 1.98 mol) was added dropwise to a solution of Boc-glycinethioamide (370 g, 1.94 mol) in 3.9 liters of ethanol, and the mixture was then stirred at 20-25 C. for 5 h, after which 299 ml of a 25% strength aqueous ammonia solution were added. [00074] From 940 ml of this mixture (corresponds to 19.9% of the total volume), 380 ml of ethanol were distilled off, a further 908 ml of a 25% strength aqueous ammonia solution were added and the mixture was stirred at 20-25 C. for 110 h. The mixture was cooled to 0 C. and the solid was filtered off, washed twice with water and dried. This gave 60.1 g of the BOC-protected thiazole carboxamide of an HPLC purity of 97.9 area %, which corresponded to a yield over these two steps of 60.5%. [00075] 1H-NMR (DMSO-d6, in ppm): 8.16 (s, 1H, Ar-H), 7.86 (t, broad, 1H, NH), 7.71 and 7.59 (2×s, broad, 1H each, NH2), 4.42 (d, 2H, CH2), 1.41 (s, 9H, tert-butyl).

The synthetic route of 96929-05-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Abbott GmbH & Co. KG; US6642388; (2003); B1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Simple exploration of 96929-05-4

As the paragraph descriping shows that 96929-05-4 is playing an increasingly important role.

96929-05-4, Ethyl 2-(((tert-butoxycarbonyl)amino)methyl)thiazole-4-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,96929-05-4

To compound 388 (4.70 g, 16.4 mmol) dissolved in EtzO (140 mL) was added lithium borohydride (1.43 g, 65.7 mmol) and MeOH (2.10 g, 2.7 mL, 65.7 mmol). Refluxed for 16 h, cooled to room temperature, and concentrated. Added water (100 mL), extracted with CH2Cl2, dried combined organic extracts (MgS04), filtered, and concentrated. Purified by silica gel chromatography (eluant: 2% MeOH-CH2C12 to 5% MeOH-CH2CI2) to give 3.70 g (92%) of the product 389 as a yellow solid. MS m/e: 245 (M+H). For n=2: MS m/e: 259 (M+H)

As the paragraph descriping shows that 96929-05-4 is playing an increasingly important role.

Reference:
Patent; SCHERING CORPORATION; WO2005/121130; (2005); A2;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Brief introduction of 96929-05-4

96929-05-4 Ethyl 2-(((tert-butoxycarbonyl)amino)methyl)thiazole-4-carboxylate 9925901, athiazole compound, is more and more widely used in various fields.

96929-05-4, Ethyl 2-(((tert-butoxycarbonyl)amino)methyl)thiazole-4-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,96929-05-4

Aqueous ammonia (28% w/w, 3,1 mL, 40 mmol) was added to a solution of ethyl 2-(((tert-butoxycarbonyl)amino)methyl)thiazole-4-carboxylate2 3 (381 mg, 1.33 mmol) in methanol (1,3 mL). After 16 h at 45C, the reaction mixture was concentrated affording the title compound as a brown oil (315mg, 92%) which was used directn y in the next step. 1H NMR (400 MHz, Methanol-d4) delta 8.10 (s, 1H), 4.49 (s, 2H), 1.45 (s, 9H).

96929-05-4 Ethyl 2-(((tert-butoxycarbonyl)amino)methyl)thiazole-4-carboxylate 9925901, athiazole compound, is more and more widely used in various fields.

Reference:
Article; Iyer, Shankar S.; Gensollen, Thomas; Gandhi, Amit; Oh, Sungwhan F.; Neves, Joana F.; Collin, Frederic; Lavin, Richard; Serra, Carme; Glickman, Jonathan; de Silva, Punyanganie S.A.; Sartor, R. Balfour; Besra, Gurdyal; Hauser, Russell; Maxwell, Anthony; Llebaria, Amadeu; Blumberg, Richard S.; Cell; vol. 173; 5; (2018); p. 1123 – 11,1134;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Brief introduction of 96929-05-4

96929-05-4 Ethyl 2-(((tert-butoxycarbonyl)amino)methyl)thiazole-4-carboxylate 9925901, athiazole compound, is more and more widely used in various fields.

96929-05-4, Ethyl 2-(((tert-butoxycarbonyl)amino)methyl)thiazole-4-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

96929-05-4, a 2-(N-t-butoxycarbonylamino)methylthiazol-4-carboxylic acid A 20 ml portion of a 2N aqueous sodium hydroxide solution was added to 100 ml of an ethanol solution containing 5.727 g of ethyl 2-(N-t-butoxycarbonylamino)methylthiazol-4-carboxylate, and the mixture was then stirred at room temperature for 45 minutes. After adjustment to pH 5 with 2N hydrochloric acid, the solvent was evaporated under reduced pressure. Further, the solution was dissolved in 300 ml of ethanol under heating, and after the removal of a salt by filtration, the solvent was evaporated under reduced pressure to obtain 4.228 g of 2-(N-t-butoxycarbonylamino)methylthiazol-4-carboxylic acid as a milky white solid. NMR (DMSO-d6) delta: 1.41 (9H, s), 4.39 (2H, d, J=6.0 Hz), 7.86 (1H, br.t, J=6.0 Hz), 8.34 (1H, s), 13.0 (1H, br.s) MS (EI): 258 (M+)

96929-05-4 Ethyl 2-(((tert-butoxycarbonyl)amino)methyl)thiazole-4-carboxylate 9925901, athiazole compound, is more and more widely used in various fields.

Reference:
Patent; Meiji Seika Kabushiki Kaisha; US5990101; (1999); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

New learning discoveries about 96929-05-4

The synthetic route of 96929-05-4 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.96929-05-4,Ethyl 2-(((tert-butoxycarbonyl)amino)methyl)thiazole-4-carboxylate,as a common compound, the synthetic route is as follows.,96929-05-4

a. Tert-butyl N-[[4-(hydroxymethyl)thiazol-2-yl]methyl]carbamate To a stirred solution of ethyl 2-(((tert-butoxycarbonyl)amino)methyl)thiazole-4-carboxylate (1 g, 3.49 mmol) in THF (20 mL) was added LiAlH4 (7.0 mL, 6.98 mmol, 1M in THF) drop wise under nitrogen at 0 C and the reaction mixture was allowed stir at room temperature for 4 h. The reaction mixture was cooled to 0 C and quenched with EtOAc (30 mL) followed by saturated aqueous sodium sulphate solution. Then stirred at same temperature for 30 min., filtered and filtrate was evaporated. The crude was chromatographed on silica eluting with 40% EtOAc in petroleum ether affording a yellow solid (510 mg, 59%). M/z 245.1 (M+H)+.

The synthetic route of 96929-05-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Antabio SAS; The designation of the inventor has not yet been filed; (149 pag.)EP3628672; (2020); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Analyzing the synthesis route of 96929-05-4

96929-05-4 Ethyl 2-(((tert-butoxycarbonyl)amino)methyl)thiazole-4-carboxylate 9925901, athiazole compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.96929-05-4,Ethyl 2-(((tert-butoxycarbonyl)amino)methyl)thiazole-4-carboxylate,as a common compound, the synthetic route is as follows.

General procedure: KOH aq. (10%) was added to a solution of the ester in THF and the reaction mixture was stirred at room temperature for 1h. The pH was brought to 4 by addition of 5M HCl and then extracted with EtOAc. The organic layer was dried over MgSO4 and concentrated in vacuo to afford the acid., 96929-05-4

96929-05-4 Ethyl 2-(((tert-butoxycarbonyl)amino)methyl)thiazole-4-carboxylate 9925901, athiazole compound, is more and more widely used in various fields.

Reference:
Article; Pena, Stella; Scarone, Laura; Manta, Eduardo; Stewart, Lindsay; Yardley, Vanessa; Croft, Simon; Serra, Gloria; Bioorganic and Medicinal Chemistry Letters; vol. 22; 15; (2012); p. 4994 – 4997;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Some tips on 96929-05-4

As the paragraph descriping shows that 96929-05-4 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.96929-05-4,Ethyl 2-(((tert-butoxycarbonyl)amino)methyl)thiazole-4-carboxylate,as a common compound, the synthetic route is as follows.

96929-05-4, Asolution of HCl (4 M) in dioxane was added to the protected amino compound and the mixture was stirred at rt under N2 atmosphere for 2-4 h. The solvent was removed under reduced pressure.

As the paragraph descriping shows that 96929-05-4 is playing an increasingly important role.

Reference:
Article; Pena, Stella; Scarone, Laura; Manta, Eduardo; Serra, Gloria; Tetrahedron Letters; vol. 54; 22; (2013); p. 2806 – 2808;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

New learning discoveries about 96929-05-4

The synthetic route of 96929-05-4 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.96929-05-4,Ethyl 2-(((tert-butoxycarbonyl)amino)methyl)thiazole-4-carboxylate,as a common compound, the synthetic route is as follows.

96929-05-4, Compound 25 (13.47g, 47mmol) dissolved in ethanol (100 ml), lithium hydroxide (2.256g, 94mmol) aqueous solution (50 ml), stirring 6h decompression after ethanol turns on lathe , residue diluted with water, the ice-bath using 1M hydrochloric acid the pH is adjusted to 2 the […] 3, ethyl acetate extraction of the organic phase (150mLx3), combined with the phase, the organic phase with saturated salt water washing, dry anhydrous sodium sulfate, concentrated to obtain white solid compound 26 (12.13g, 100%).

The synthetic route of 96929-05-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangzhou Institutes of Biomedicine and Health,Chinese Academy of Sciences; JIANG, SHENG; TU, ZHENGCHAO; LI, XIANLIN; YAO, YIWU; QIU, YATAO; (24 pag.)CN103601742; (2016); B;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica