Category: 55666-43-8

Reference of 55666-43-8, These common heterocyclic compound, 55666-43-8, name is tert-Butyl 3-bromopropanoate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

0.3 g of the molecule 5 was dissolved in 5 ml of dry DMF,Cold to 0 degrees,Adding 40 mg of sodium hydride,Reaction for 15 minutes,Adding one equivalent of t-butyl 3-bromopropionate,Reaction for half an hour, warming up to 50 degrees reaction 24 hours,Rotate DMF, add 20 ml of water,Ethyl acetate extraction, combined organic phase,Saturated with salt water, anhydrous sodium sulfate drying, pumping, spin drying, and then silica gel column to get the molecular 6, the yield of 45%

Statistics shows that tert-Butyl 3-bromopropanoate is playing an increasingly important role. we look forward to future research findings about 55666-43-8.

Reference:
Patent; University of Science and Technology of China; Zhang Guoqing; Chen Biao; Xu Cheng; Wang Hao; Du Jiajun; Bi Guoqiang; Luo Yi; (111 pag.)CN107118586; (2017); A;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 55666-43-8, name is tert-Butyl 3-bromopropanoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: tert-Butyl 3-bromopropanoate

Sodium Hydride (60% dispersion in mineral oil, 10. [1G,] 0.252 mol) was added portionwise to a stirred solution of [2-OXAZOLIDINONE] (20g, 0.23 mol) in dry tetrahydrofuran [(250ML)] at 0 [C] under nitrogen. After stirring for 30 minutes tert-butyl bromoacetate (50.8 [MI,] 0. [344MOL)] was added slowly and the reaction mixture was left heating to room temperature and stirred overnight. Water was then slowly added followed by ethyl acetate [(250ML).] The aqueous phase was extracted and washed with ethyl acetate [(50ML).] The combined organic phases were washed with brine [(200ML),] dried over magnesium sulphate and concentrated under vacuum. The title compound crystallized on standing as a white solid (45g, 97%). ‘H-NMR (400 MHz, [CDC13)] : [8=] 1.46 (s, 9H), 3.68 (t, 2H), 3.91 (s, 2H), 4.36 (t, 2H

The synthetic route of 55666-43-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.; WO2004/16583; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 55666-43-8, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 55666-43-8, name is tert-Butyl 3-bromopropanoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To 350mg (1. 44mmol) of 2- (2, 4-dichlorophenoxy) ethanamine and 0. 2ml (1. 44mmol) of triethylamine in 30ml of [DICHLOROMETHANE] stirring at room temperature under a nitrogen atmosphere was added 0. 21 ml (1. 44mmol) aliquots, every 30 minutes, of tert-butyl bromoacetate until the starting material was completely consumed. The solvent was removed under reduced pressure and the residue purified by column chromatography on silica gel, eluting with [DICHLOROMETHANE] : methanol : ammonia (95: 5: 0.5) to give the title compound (300mg, 65%) as a colourless oil. ‘H-NMR [(400MHZ,] [CDC13)] [A] = 1.42-1. 45 (s, 9H), 3.03-3. 07 (t, 2H), 3.59 (s, 2H), 4.08- 4.12 (t, [2H),] 6.83-6. 88 (d, [1H),] 7.14-7. 18 (m, [1H),] 7.34-7. 37 (m, [1H).]

The synthetic route of tert-Butyl 3-bromopropanoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.; WO2004/16583; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 55666-43-8, name is tert-Butyl 3-bromopropanoate, belongs to esters-buliding-blocks compound, 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 55666-43-8, Application In Synthesis of tert-Butyl 3-bromopropanoate

To a mixture of 2-sulfanyl-5,6,7,8-tetrahydro-4-quinazolinol (0.482 g, 2.64 mmol) and potassium carbonate (0.730 g, 5.29 mmol) in acetone was added tert-butyl 3-bromopropionate (0.663 g, 3.17 mmol). The mixture was stirred at 60C for 4 h (LC-MS indicated partial conversion to desired product). The solid was filtered off, and the solution was concentrated. The residual material was absorbed onto a plug of silica gel and purified by chromatography through a Redi-Sep pre-packed silica gel column (40 g), eluting with a gradient of 0% to 50% EtOAc in hexane, to provide tert- butyl 3-((4-oxo-3,4,5,6,7,8-hexahydroquinazolin-2-yl)thio)propanoate (0.132 g, 0.425 mmol, 16.09 % yield) as white solid. lH NMR (400 MHz, DMSO-i/6) delta ppm 12.40 (br. s., 1 H) 3.24 (t, J=6.70 Hz, 2 H) 2.64 (t, J=6.75 Hz, 2 H) 2.42 – 2.49 (m, 2 H) 2.28 (br. s., 2 H) 1.60 – 1.78 (m, 4 H) 1.41 (s, 9 H). m/z (ESI) 31 1.2.

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.

Reference:
Patent; AMGEN INC.; BREGMAN, Howard; BUCHANAN, John L.; CHAKKA, Nagasree; DIMAURO, Erin F.; GUNAYDIN, Hakan; GUZMAN PEREZ, Angel; HUA, Zihao; HUANG, Xin; WO2014/36022; (2014); 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. 55666-43-8, name is tert-Butyl 3-bromopropanoate, A new synthetic method of this compound is introduced below., COA of Formula: C7H13BrO2

Description 8: 3- (4-Ethvl-2, 3-dioxo-piperazin-1-vl) propionic acid tert-butvl ester A suspension of 2-tert-butylimino-2-diethylamino-1, 3-dimethyl-perhydro-1, 3,2- diazaphosphorine on polystyrene (BEMP resin, loading 2. 3mmol/g, 0.54g) in acetonitrile (3ml) was treated with 1-ethyl-piperazine-2, 3-dione (0. 071 g) and tert- butyl-3-bromopropionate (0. 125g), and the mixture shaken at 22 for 16h. The resin was filtered off and washed with acetonitrile, and the filtrate and washings combined and evaporated in vacuo to give a white solid. The solid was applied in chloroform to a silica gel cartridge (Varian Bond Elut, 2g), and eluted sequentially with chloroform, ether, ethyl acetate and acetone. The acetone fraction was evaporated to give Description 8 as a white solid (0. 104g).

The synthetic route of 55666-43-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2003/82863; (2003); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 55666-43-8 as follows. Quality Control of tert-Butyl 3-bromopropanoate

Example 6; 7V-Benzyl-3-(4-{[(2R)-2-hydroxy-2-(8-hydroxy-2-oxo-l,2-dihydroquinolin-5- yl)ethyl]amino}piperidin-l-yl)propanamide; i) tert-Butyl 3-(4-oxopiperidin-l-yl)propanoate o To a solution of piperidin-4-one (1 g) in CHCl3 (30 mL) was added fert-butyl 3- bromopropanoate (1.2 mL) followed by triethylamine (1.8 mL). The reaction mixture was heated at reflux for 18 h. The mixture was allowed to cool to room temperature then diluted with EtOAc and H2O and the layers separated. The aqueous material was extracted with further EtOAc (x2) then the combined organic extracts washed with water followed 5 by saturated aqueous NaCl, collected and dried (MgSO4). The volatiles were removed in vacuo to afford the sub-title compound as an orange oil. Yield: 0.92 g 1H NMR (CDCl3) delta 2.81 – 2.75 (m, 6H), 2.47 – 2.42 (m, 6H), 1.46 (s, 9H).

According to the analysis of related databases, 55666-43-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; WO2007/102771; (2007); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 55666-43-8, 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. 55666-43-8 name is tert-Butyl 3-bromopropanoate, This 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.

The methodologies described in Example 36 substituting feri-butyl 3-bromopropanoate for 2-bromoethanol and additionally including acetone (0.4 mL) in the solution gave the title compound. MS (ESI+) m/z 554 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl 3-bromopropanoate, and friends who are interested can also refer to it.

Reference:
Patent; CALICO LIFE SCIENCES LLC; ABBVIE INC.; MARTIN, Kathleen, Ann; SIDRAUSKI, Carmela; FROST, Jennifer, M.; TONG, Yunsong; XU, Xiangdong; CHUNG, Seungwon; ZHANG, Qingwei, I.; SHI, Lei; MURAUSKI, Kathleen; DART, Michael, J.; RANDOLPH, John, T.; (238 pag.)WO2019/90085; (2019); A1;,
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Ester – an overview | ScienceDirect Topics

Electric Literature of 55666-43-8,Some common heterocyclic compound, 55666-43-8, name is tert-Butyl 3-bromopropanoate, molecular formula is C7H13BrO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a solution of 2,2,2-trifluoro-N-(trans-2-phenylcyclopropyl)-N-(piperidin-4-ylmethyl)acetamide (300 mg, 0.919 mmol) in acetonitrile (10 mL) was added potassium carbonate (381 mg, 2.76 mmol) followed by tert-butyl 3-bromopropanoate (211 mg, 1.011 mmol) was heated in a seal tube at 80 C. for 4 hours. The reaction mixture was filtered, and the filtrate evaporated to dryness. The resulting oil was dissolved in 2 ml of EtOH and 2 ml of 1 M NaOH. The reaction mixture was stirred for 20 min. The solution injected on a preparatory HPLC (2 to 10% AcCN: H2O with 0.1% formic acid modifier). The fractions were collected. To each fraction was added 0.1 ml of 6 M HCl, and the fractions were evaporated to dryness. Acid was formed by deprotection of t-butyl during evaporation. 3-(4-(((trans-2-phenylcyclopropyl)amino)methyl)piperidin-1-yl)propanoic acid (140 mg, 0.354 mmol, 38.5% yield) was isolated as yellow oil. 1H NMR (400 MHz, METHANOL-d4) delta 7.29-7.37 (m, 2H), 7.11-7.29 (m, 3H), 3.65 (br. s., 2H), 3.45 (t, J=7.07 Hz, 2H), 3.23 (d, J=5.81 Hz, 2H), 3.11 (br. s., 2H), 3.04 (dt, J=4.01, 7.89 Hz, 1H), 2.90 (t, J=7.07 Hz, 2H), 2.62 (ddd, J=3.54, 6.63, 10.29 Hz, 1H), 2.04-2.29 (m, 3H), 1.70 (dd, 2H), 1.62 (ddd, J=4.42, 6.51, 10.55 Hz, 1H), 1.42 (q, J=6.91 Hz, 1H); LC-MS Rt=0.42 min; MS (ESI): 303.3 [M+H]+.

The synthetic route of 55666-43-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GlaxoSmithKline Intellectual Property (No. 2) Limited; Johnson, Neil W.; Kasparec, Jiri; Rouse, Meagan B.; Tian, Xinrong; Miller, William Henry; Suarez, Dominic; (79 pag.)US9346840; (2016); B2;,
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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. 55666-43-8, name is tert-Butyl 3-bromopropanoate, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 55666-43-8

Intermediate 35: tert-butyl 3-f7-famino(hvdroxyimino)methvn-3,4-dihydroisoquinolin- 2(1 hP-ylipropanoateStep 1 : tert-butyl 3-(7-cyano-3,4-dihydroisoquinolin-2(1 H)-yl)propanoate; 7-Cyano-1 ,2,3,4-tetrahydroisoquinoline (7 g; 44.25 mmol; 1 eq.) and K2CO3 (7.34 g; 53.1 mmol; 1.2 eq) were suspended in CH3CN (280 ml_). te/f-Butyl 3-bromopropionate (7.77 ml 46.46 mmol; 1.05 eq.) was added. The reaction mixture was heated to 700C for 24 hours. As the reaction was not complete, tert-butyl 3-bromopropionate (3.70 ml 22.12 mmol; 0.50 eq.) and K2CO3 (3.06 g; 22.12 mmol; 0.5 eq) were added and the mixture was stirred at 70 0C for additional 48 hours. Solvents were removed under vacuum and the solid residue was partitioned between NaHCO3 sat (100 ml.) and EtOAc (200 ml_). The organic layer was then washed with brine and dried over magnesium to give the title compound as a yellow oil (1 1.9 g; 93.9 %). It was used in the next step without further purification. 1H NMR: (DMSO-dbeta, 400MHz) delta 7.57-7.54 (m, 2H), 7.32-7.29 (m, 1 H), 3.59 (s, 2H), 2.87-2.83 (t, J = 5.94 Hz, 2H), 2.74-2.66 (m, 4H), 2.46-2.42 (t, J = 7.01 Hz, 2H), 1.39 (s, 9H). UPLC/MS: 287.1 (M+H)+. HPLC (Method A) Rt 2.37 min (Purity: 96.4 %).

According to the analysis of related databases, 55666-43-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SERONO S.A.; QUATTROPANI, Anna; BAKER-GLENN, Charles; BLACKABY, Wesley; KNIGHT, Chris; WO2010/142628; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 55666-43-8,Some common heterocyclic compound, 55666-43-8, name is tert-Butyl 3-bromopropanoate, molecular formula is C7H13BrO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Step 7.1 : (preparation of a compound of formula (XI)) 3-(2-Hydroxy-2-methylpropylamino)propionic acid tert-butyl ester 1 g of 1 -aminomethylpropan-2-ol (1 1 .22 mmol) is placed in 10 ml of DMF. 1 .58 ml of triethylamine (1 1 .22 mmol) and 1 .87 ml of tert-butyl 3-bromopropionate (1 1.22 mmol) prediluted in 5 ml of DMF are successively added dropwise. After stirring for 18 hours at room temperature, the solvent is evaporated off. The residue is chromatographed on silica gel with a gradient of from 0% to 20% MeOH in DCM to give 2 g of 3-(2-hydroxy-2- methylpropylamino)propionic acid tert-butyl ester.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route tert-Butyl 3-bromopropanoate, its application will become more common.

Reference:
Patent; SANOFI; BRAUN, Alain; CRESPIN, Olivier; FORICHER, Yann; MARCINIAK, Gilbert; MUZET, Nicolas; NICOLAI, Eric; PASCAL, Cecile; VIVET, Bertrand; VIVIANI, Fabrice; WO2013/111106; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics