Category: 50595-15-8

Electric Literature of 50595-15-8, Adding some certain compound to certain chemical reactions, such as: 50595-15-8, name is tert-Butyl 2-hydroxyacetate,molecular formula is C6H12O3, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 50595-15-8.

To a 20 mL reaction vial with magnetic stir bar was massed 4- chlorosulfonylbenzoyl chloride (See procedure above; SI-3, limiting reagent, 0.501 g, 2.10 mmol), and the vial was capped with a septum and positive pressure nitrogen line. Through the septum was added tetrahydrofuran (20 mL/g, 10 mL), and the vial was cooled in a dry ice/acetone bath. Upon equilibrating to temperature, triethylamine (2.0 eq, 0.58 mL, 4.2 mmol) was added in one portion, followed by 3-azidopropan-1-ol (1.0 eq, 0.219 grams, 0.20 mL, 2.09 mmol). The vial was allowed to react in the cooling bath. After one hour, complete conversion was observed (reaction progress monitored by HPLC), and tert-butyl glycolate (1.5 eq, 0.415 g, 3.14 mmol), and the cooling bath was removed and the vial was allowed to warm to room temperature. After one hour, conversion was observed to be 24percent, and the reaction was allowed to stir overnight at room temperature to reach completion. The crude reaction was diluted in ethyl acetate (40 mL/g, 20 mL), washed twice with water (20 mL/g each, 10 mL each), and finally brine (10 mL/g, 5 mL). The rich organic layer was dried over magnesium sulfate, filtered, and concentrated in vacuo. The oil thus obtained was purified by column chromatography (silica, heptane/ethyl acetate). SI-5 was obtained after concentration as a solid with a yield of 63percent (526 mg). The structure was confirmed with HSQC and HMBC spectroscopy; correlation was observed between the azidopropyl methylene and the carboxylate carbon, confirming connectivity. SI-5: 1H NMR (500 MHz, CDCl3) delta 8.22 (d, J = 7.9 Hz, 2H), 8.04 (d, J = 8.2 Hz, 2H), 4.55 (s, 2H), 4.48 (t, J = 6.1 Hz, 2H), 3.50 (t, J = 6.4 Hz, 2H), 2.08 (quintet, J = 6.3 Hz, 2H), 1.43 (s, 9H) ppm; 13C NMR (126 MHz, CDCl3) delta 164.7, 164.6, 140.0, 134.9, 130.3, 128.1, 83.6, 65.5, 62.8, 48.2, 28.1, 27.9 ppm; HRMS (ESI-TOF): calc?d for

According to the analysis of related databases, 50595-15-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; CREECH, Gardner, S.; KHEIRABADI, Mahboubeh; EASTGATE, Martin, D.; NIRSCHL, David, S.; CARTER, Percy, H.; (82 pag.)WO2018/227053; (2018); A1;,
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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 50595-15-8, name is tert-Butyl 2-hydroxyacetate. This compound has unique chemical properties. The synthetic route is as follows. Safety of tert-Butyl 2-hydroxyacetate

To a solution of Compound 37A (200 mg, 0.28 mmol) and DIAD (60 mg, 0.30 mmol) in THF (0.5 mL) was added a solution of triphenylphospine (78 mg, 0.30 mmol) and t-butyl-2-hydroxy acetate in THF (0.5 mL) dropwise. The resulting mixture was stirred for 18 hours and concentrated in vacuo. The residue was purified by silica gel chromatography (0 – 100 % EtOAc/Hexanes) to afford Compound 38A (170 mg, 75 %). S)-2-(( -(2-(4-(3-chloro-2-methyl-N-(l-(3-(3-methylpyridin-4-yl)phenyl)ethyl) phenylsulfonamido)butanamido)ethyl)sulfamoyl)amino)acetic acid (Compound 38) Compound 38A (170 mg, 0.21 mmol) was dissolved in 4 N HC1 (dioxane, 6 mL) and stirred for 2 hours. The mixture was partioned between EtOAc and water. The organic layers were concentrated in vacuo and the residue was purified by reverse phase chromatography (5-100% water/ AcN 0.25 % formic acid) to afford Compound 38 as the formate salt (41 mg, 29 %). LCMS (method A): m/z 666.4/668.4 (M+H)+. lH NMR (CDC13) delta 12.66 (bs, IH), 8.44 (bs, IH), 8.39 (d, IH), 7.85 (d, IH), 7.70 (t, IH), 7.65 (d, IH), 7.37 (q, 2H), 7.29-7.23 (m, 2H), 7.12 (t, IH), 7.07 (d, IH), 7.01 (s, IH), 6.82 (bs, IH), 4.93 (q, IH), 3.48 (d, 2H), 3.22-2.93 (m, 4H), 2.76 (m, 2H), 2.11 (s, 3H), 1.91-1.79 (m, 2H), 1.62-1.51 (m, IH), 1.49 (d, 3H), 1.38-1.24 (m, IH).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 50595-15-8, tert-Butyl 2-hydroxyacetate.

Reference:
Patent; VENENUM BIODESIGN LLC; HUANG, Chia-Yu; SHI, Dongchuan; KULTGEN, Steven G.; MCGUINNESS, Brian F; LETOURNEAU, Jeffrey J.; COLE, Andrew G.; BEASLEY, James R.; (358 pag.)WO2018/5801; (2018); A2;,
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Related Products of 50595-15-8, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 50595-15-8, name is tert-Butyl 2-hydroxyacetate. A new synthetic method of this compound is introduced below.

A suspension of 6-bromo-N-(4-fluoro-phenyl)-nicotinamide (0.112 g, 0.38 mmol), tert-butyl glycolate (0.1 g, 0.76 mmol), and potassium tert-butoxide (0.85 g, 0.76 mmol) in THF (10 mL) was heated in a sealed tube at 70° C. After 6 h the reaction mixture was diluted with ethyl acetate and washed with water bicarbonate and dried over sodium sulfate. Removal of the solvents provided a solid. Purification by reverse phase chromatography gave 0.010 g (8percent) of the titled product as a white solid; MS (EI) m/z 345.21 (M-H)-.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,50595-15-8, tert-Butyl 2-hydroxyacetate, and friends who are interested can also refer to it.

Reference:
Patent; Darwin Molecular Corporation; US6777432; (2004); B1;,
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Synthetic Route of 50595-15-8, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 50595-15-8, name is tert-Butyl 2-hydroxyacetate. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 5-bromo-3H-oxazolo[4,5-b]pyridin-2-one (300 mg, 1.4 mmol) in THF (5 mL) was added tert-butyl 2-hydroxyacetate (553.23 mg, 4.19 mmol), PPh3 (731.97 mg, 2.79 mmol) and then DIAD (564.31 mg, 2.79 mmol). The resulting mixture was stirred at 25 °C under N2 for 16 hours to give a solution. The reaction solution was concentrated to give a residue. Water (20 mL) was added to the residue, and the mixture was extracted with EtOAc (20 mL x 2). The combined organic layer was washed with brine (20 mL x 2), dried over anhydrous Na2SC>4, filtered and concentrated to give the crude product. The crude product was purified by flash chromatography on silica gel (EtOAc in PE = 0percent to 10percent to 30percent) to give the product (400 mg, 1.22 mmol, 87percent yield) as a solid. *H NMR CDC13, 400MHz deltaH = 7.33 – 7.29 (m, 1H), 7.27 – 7.24 (m, 1H), 4.55 (s, 2H), 1.48 (s, 9H).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 50595-15-8, tert-Butyl 2-hydroxyacetate.

Reference:
Patent; PRAXIS PRECISION MEDICINES , INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew, Mark; MARRON, Brian, Edward; (244 pag.)WO2018/148745; (2018); A1;,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 50595-15-8, name is tert-Butyl 2-hydroxyacetate. A new synthetic method of this compound is introduced below., Safety of tert-Butyl 2-hydroxyacetate

A 100 mL round bottom flask, equipped with a magnetic stir bar, was charged with tert- butyl 2-hydroxyacetate (1.07 g, 8.10 mrnol) and 4,5-dichloro-2-(2,2,2-trifluoroethyl)pyridazin- 3(2H)-one (FCH Group; CAS: 97137-16-1 ; 2 g, 8.10 mrnol). The flask contents were placed under a dry nitrogen atmosphere and tetrahydrofuran (THF) (16 mL) was introduced via syringe. The resulting solution was stirred at ambient temperature as lithium bis(trimethylsilyl)amide (1.0 M in THF; 8.10 mL, 8.10 mrnol) was added dropwise. The reaction mixture was stirred at ambient temperature for 65 hours. The reaction mixture was diluted with ethyl acetate (30 mL) and washed with dilute aqueous citric acid (2 x 10 mL) and with brine (1 x 10 mL). The organic layer was dried over anhydrous MgSC , filtered and concentrated under reduced pressure to give a crude mixture that was purified via column chromatography (Si(, 10-35percent ethylacetate/heptanes) to give the earlier eluting title compound A (577 mg, 1.7 mrnol, 21percent yield) and the later eluting title compound B (768 mg, 2.2 mrnol, 28percent yield). Title compound A:JH NMR (400 MHz, CDC13) delta ppm 7.77 (s, 1H), 5.21 (s, 2H), 4.71 (q, J = 8.3 Hz, 2H), 1.45 (s, 9H); MS (ESI+) m/z 343 (M+H)+. Title Compound B:JH NMR (400 MHz, CDC13) delta ppm 7.68 (s, 1H), 4.80 (q, 8.3 Hz, 2H), 4.80 (s, 2H), 1.50 (s, 9H); MS (ESI+) m/z 343 (M+H)+.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 50595-15-8, tert-Butyl 2-hydroxyacetate.

Reference:
Patent; CALICO LIFE SCIENCES LLC; ABBVIE INC.; MARTIN, Kathleen, Ann; SIDRAUSKI, Carmela; PLIUSHCHEV, Marina, A.; FROST, Jennifer, M.; TONG, Yunsong; BLACK, Lawrence, A.; XU, Xiangdong; SHI, Lei; ZHANG, Qingwei, I.; CHUNG, Seungwon; XIONG, Zhaoming; SWEIS, Ramzi, Farah; DART, Michael, J.; BROWN, Brian, S.; MURAUSKI, Kathleen; (673 pag.)WO2019/90069; (2019); A1;,
Alcohol – Wikipedia,
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Electric Literature of 50595-15-8, Adding some certain compound to certain chemical reactions, such as: 50595-15-8, name is tert-Butyl 2-hydroxyacetate,molecular formula is C6H12O3, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 50595-15-8.

(2) (2R,4S)-2-Ethyl-4-(5-morpholin-4-yl-pyrimidin-2-ylamino)-6-trifluoromethyl-3,4- dihydro-2H-quinoline-l-carboxylic acid tert-butoxycarbonylmethyl ester; Hydroxyacetic acid tert-butyl ester (70 mg) and sodium hydride (60percent; 21 mg) were added to a solution of the compound obtained in Example 21(1) above (200 mg) in tetrahydrofuran (3 ml) and the mixture was stirred at 50°C for an hour. The reaction mixture was cooled to room temperature, a saturated sodium hydrogen carbonate aqueous solution and ethyl acetate were added and the organic layer was separated, washed with a saturated brine, dried over magnesium sulfate and concentrated in vacuo. The resulting residue was purified by column chromatography (NH-silica gel; hexane:ethyl acetate = 9: 1–>3 :2) to give the titled compound (183 mg). MS (m/z): 566[MH-H]+.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 50595-15-8, tert-Butyl 2-hydroxyacetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TANABE SEIYAKU CO., LTD.; WO2007/116922; (2007); A1;,
Alcohol – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 50595-15-8, tert-Butyl 2-hydroxyacetate, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 50595-15-8, blongs to alcohols-buliding-blocks compound. Product Details of 50595-15-8

A solution of 2-te/f-butyl glycolate (437 mg; 3.31 mmol) in anhydrous THF (5 ml.) was treated with NaH (159 mg; 3.97 mmol) and stirred at RT for 10 minutes before treating with a solution of 3-bromo-2,5-dichloropyridine (Matrix; 500 mg; 2.20 mmol) in anhydrous THF (5 ml_). The resulting reaction mixture was stirred for 22 hours. The reaction mixture was treated with a solution of 2-te/f-butyl glycolate (437 mg; 3.31 mmol) in THF (2 ml), then with NaH (159 mg; 3.97 mmol) and the reaction mixture was stirred for 16 h. The reaction was quenched with tBuOH, the sovent removed under reduced pressure affording a brown solid, which was purified by flash column chromatography (silica), eluting with cyclohexane containing increasing amounts of EtOAc, affording the title compound as a yellow sticky solid.1H NMR (300MHz, DMSOd6) delta [ppm] 8.33 (1 H, d, J= 2.3 Hz), 8.21 (1 H, d, J= 2.3 Hz), 4.86 (2H, s), 1.38 (9H, s). HPLC (Condition A) Rt 5.1 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,50595-15-8, its application will become more common.

Reference:
Patent; MERCK SERONO S.A.; CROSIGNANI, Stefano; JORAND-LEBRUN, Catherine; CLEVA, Christophe; PRETRE, Adeline; WO2010/92043; (2010); A1;,
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Synthetic Route of 50595-15-8, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 50595-15-8, name is tert-Butyl 2-hydroxyacetate, molecular formula is C6H12O3, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: The title compound was prepared according to the General procedure A using tert-butyl glycolate and intermediate A as starting materials. The crude product was purified by FCC (0 to 100 percent DCM in hexane). Y = 65 percent. MS ES+ ([M+Na]+): 354.4. NMR (400 MHz, DMSO-d6) delta 9.13 (s, 1H), 6.95 (s, 1H), 4.48 (s, 2H), 2.81 (t, J= 7 Hz, 4H), 2.72 (t, J= 7 Hz, 4H), 2.03 – 1.91 (m, 4H), 1.43 (s, 9H). The a-hydroxy ester or a-hydroxy acid (1 eq.) was dissolved in ACN (2 ml/mmol of a- hydroxy ester or a-hydroxy acid) and the solution was cooled down to 0° C. TEA (1 eq.) was added followed by dropwise addition of the isocyanate (1.2 eq.). The reaction mixture was allowed to warm up to room temperature and stirring was continued for 15 h under Ar. The reaction mixture was diluted with DCM and the solution was washed with 1M HCl. The aqueous layer was extracted twice with DCM and the combined organic layers were dried over anhydrous sodium sulfate and concentrated under reduced pressure. The crude product was purified by FCC (DCM or EtOAc gradient in hexane) or by preparative reverse-phase HPLC (ACN water, 0.1 percent formic acid buffer).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 50595-15-8, tert-Butyl 2-hydroxyacetate.

Reference:
Patent; NODTHERA LIMITED; BOCK, Mark G.; WATT, Alan Paul; PORTER, Roderick Alan; HARRISON, David; (229 pag.)WO2019/25467; (2019); A1;,
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Alcohols – Chemistry LibreTexts

Related Products of 50595-15-8, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.50595-15-8, name is tert-Butyl 2-hydroxyacetate, molecular formula is C6H12O3, molecular weight is 132.16, as common compound, the synthetic route is as follows.

37.6 mg (0.285 mmol) of hydroxyacetic acid tert-butyl ester were dissolved in 10 ml of DMF, 12.4 mg of sodium hydride (55 percent in mineral oil) were added, and the mixture was stirred at room temperature for 15 min. Then 60 mg (0.237 mmol) of 3-bromo-6-(2-fluoro-phenyl)-pyridazine in 2 ml of DMF were added, and the reaction mixture was stirred at 60 ¡ãC for 5 h and at 120 ¡ãC for 5 h. After evaporation to dryness, the crude product was directly employed in the subsequent step.

Statistics shows that 50595-15-8 is playing an increasingly important role. we look forward to future research findings about tert-Butyl 2-hydroxyacetate.

Reference:
Patent; sanofi-aventis; EP1939181; (2008); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 50595-15-8, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 50595-15-8, name is tert-Butyl 2-hydroxyacetate. This compound has unique chemical properties. The synthetic route is as follows.

A stirred suspension of 88 mg (2.2 mmol) sodium hydride (60percent dispersion in mineral oil) in 5 ml of dry dimethylformamide at -5¡ã C. under nitrogen was treated with 264 mg (2 mmol) tert-butylglycolate. After 10 minutes 298 mg (2 mmol) of 3,6-dichloropyridazine (Aldrich D7, 320-0) was added and the solution was allowed to warm to room temperature and was stirred overnight. The volatiles were evaporated under reduced pressure and the residue was chromatographed on silica eluding with ethyl acetate/hexane (1:2) to give 210 mg of a gum that was dissolved in 20 ml of ethanol and treated with 10percent palladium on carbon (Fluka) and hydrogenated under a hydrogen atmosphere overnight. The catalyst was removed by filtration and the volatiles were evaporated under reduced pressure to give a gum that was chromatographed on silica eluding with ethyl acetate/hexane (1:2) followed by ethyl acetate to give 50 mg of a gum [M+H+MeCN]+252. The gum was dissolved in 2 ml of dichloromethane and treated with 1 ml of trifluoroacetic acid. After 10 minutes the volatiles were evaporated and the residue triturated with toluene and re-evaportated to give a gum that was further triturated with petroleum ether bp 40-60¡ã C. to give 2-(3-pyrazinyloxy)acetic acid trifluoroacetate.

According to the analysis of related databases, 50595-15-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hoffmann-La Roche Inc.; US6472404; (2002); B1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts