Category: 55666-43-8

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. 55666-43-8, name is tert-Butyl 3-bromopropanoate, A new synthetic method of this compound is introduced below., Application In Synthesis of tert-Butyl 3-bromopropanoate

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. COA of Formula: C7H13BrO2

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

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;,
Ester – Wikipedia,
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.

A solution of 5-bromo-2-(phenylcarbonyl)-1 ,2-dihydro-1 -isoquinolinecarbonitrile (D10; 70 g, 206 mmol) and 1 , 1 -dimethylethyl 3-bromopropanoate (Aldrich; 37.9 ml, 227 mmol) in dry, degassed DMF (250ml) was added dropwise over 40 mins to a suspension of sodium hydride (60%; 24.76 g, 619 mmol) in dry, degassed DMF (750ml) at -10 0C under nitrogen. The mixture was stirred at -10 0C for 10 mins, then allowed to warm to room temp over 3h. Water (1500ml) was cautiously added and the mixture extracted with ethyl acetate (3x500ml). The combined organic extracts were washed with brine (5x500ml) and dried (MgSO4). The solvent was evaporated to give a brown oil. The crude intermediate was dissolved in THF (700ml) and lithium hydroxide (24.71 g, 1032 mmol) in water (100 ml) (note: not all soluble) was added. The mixture was vigorously stirred for 3Oh, then stored in the fridge over the weekend. The mixture was partitioned between water (700ml) and ethyl acetate (3x500ml) and the combined organic extracts washed with brine (2x500ml) and dried (MgSO4). The solvent was evaporated and the residue was purified by chromatography on silica eluting with 5-15% ethyl acetate in isohexane gave the title compound (48.2g) MS (ES) Ci6H18BrNO2 requires 336; found 336/338 [M+H]+.

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

Reference:
Patent; GLAXO GROUP LIMITED; WO2009/133136; (2009); 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, Computed Properties of C7H13BrO2

To the mixture of the A-4 (1500 mg, 5.08 mmol) and K2C03 (1402.39 mg, 10.16 mmol) in MeCN (5 mL) was added tert-butyl 3-bromopropanoate (1062.36 mg, 5.08 mmol), and the mixture was stirred at 50 C for 16 hours. The mixture was cooled to r.t, diluted with sat.NH4Cl (50 mL), extracted with EtOAc (50 mL x 2), and the combined phase was washed over brine (20 mL), dried over Na2S04 and concentrated to give the crude product. The crude product was purified by flash chromatography on silica gel (EtOAc in PE = 5% to 10% to 20%) to afford A-24 (1300 mg, 3.07 mmol) as an oil. 1H NMR (DMSO-d6 400MHz) deltaH = 7.83 (d, 2H), 7.72 (s, 1H), 7.47 (d, 2H), 7.43 (s, 2H), 4.10 (t, 2H), 2.75 (t, 2H), 1.31 (s, 9H).

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, tert-Butyl 3-bromopropanoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PRAXIS PRECISION MEDICINES , INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew, Mark; MARRON, Brian, Edward; (244 pag.)WO2018/148745; (2018); 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, Recommanded Product: tert-Butyl 3-bromopropanoate

Cyclohexanecarboxylic acid (2.89 g, 22.6 mmol) was dissolved in THF (30 mL) and this solution added to a lithium diisopropylamide solution cooled to -15 C. (2M in THF/n-heptane/ethylbenzene, Aldrich) 24.3 mL (48.6 mmol) at such a rate as to keep the temperature below 0 C. The reaction mixture was then stirred at 0 C. for 2.5 hours before re-cooling to -15 C. and the addition of tert-butyl 3-bromopropionate (5 g, 23.9 mmol) in THF (50 mL) at such a rate as to keep the temperature below 0 C. The reaction mixture was allowed to reach room temperature and stirred overnight, before the reaction mixture was quenched by the addition of 2M HCl and extracted with ethyl. acetate 2×200 mL. The combined organic layers were dried (MgSO4) and then evaporated to an orange oil. Purification by flash chromatography [SiO2; dichloromethane/methanol/0.880 NH3 (97:3:0.5)] afforded the title compound as a gummy oil (800 mg, 14%). 1H NMR (CDCl3, 400 MHz), deltaH: 2.22 (2H, m), 2.07-2.00 (2H, m), 1.86 (2H, m), 1.45-1.16 (8H,m), 1.41 (9H, s): m/z (ES+) 279(MNa+); m/z (ES-) 255 M-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, tert-Butyl 3-bromopropanoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Pfizer Inc; US2004/180941; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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., Safety of tert-Butyl 3-bromopropanoate

NaH (25.1 mg, 60%, 0.63 mmol) and then tert-butyl 3-bromopropanoate (69.7 uL, 0.42 mmoL) was added to 5-morpholino-3-(quinolin-3-yl)pyrazolo[l,5-a]pyrimidin-7- amine (72.3 mg, 0.21 mmoL) in DMF (3 mL). The mixture was stirred at room temperature until LCMS indicated complete conversion. The reaction mixture was diluted with Sat. NH4C1 and then extracted with ethyl acetate (x2). The combined organic layers were washed with brine and dried with Na2SC»4. Evaporation of solvent afforded the crude tert-butyl 3-(5- morpholino-3-(quinoIin-3-yl)pyrazolo[l,5-a]pyrimidin-7-ylamino)propanoate. The crude ester was heated with 4N HC1 (4 mL) and 1, 4-dioxane (4 mL) at 50C for 3h. Concentration provided 3-(5-morpholino-3-(quinolin-3-yl)pyrazolo[lf5-a]pyrimidin-7-ylamino)propanoic acid. LCMS tR = 1.30 Min (5 min run, UV 2s4nm)- Mass calculated for, M+ 18.1, observed LC/MS m/z 419.2 (M+H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; SCHERING CORPORATION; MENG, Zhaoyang; REDDY, Panduranga Adulla, P.; SIDDIQUI, M. Arshad; MANDAL, Amit, K.; LIU, Duan; ZHAO, Lianyun; MCRINER, Andrew; WO2012/27234; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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., SDS of cas: 55666-43-8

Preparation No.12a: Preparation of teri-butyl 3,3′-(4-(3-(3-chloro-4-isopropoxyphenyl)- l,2,4-oxadiazol-5-yl)phenylsulfonylazanediyl)dipropanoate and teri-butyl 3-(4-(3-(3- chloro-4-isopropoxyphenyl)-l,2,4-oxadiazol-5-yl)phenylsulfonamido)propanoate; To a solution of 4-(3-(3-chloro-4-isopropoxyphenyl)-l,2,4-oxadiazol-5- yl)benzenesulfonamide (0.500 g, 1.270 mmol) in DMF (3.17 mL) was added NaH (0.056 g, 1.396 mmol). After about 10 min. teri-butyl 3-bromopropanoate (0.233 mL, 1.396 mmol) was added and the reaction mixture was heated to about 60 C. After about 48 h the reaction mixture was cooled to RT and purified by chromatography on silica gel (eluting with EtOAc/Hep) to provide tert-butyl 3,3′-(4-(3-(3-chloro-4-isopropoxyphenyl)-l,2,4-oxadiazol-5- yl)phenylsulfonylazanediyl)dipropanoate (0.24 g, 29%o) as a colorless solid. LC/MS (Table 1, Method c) Rt = 3.43 min, m/z 667 (M+NH4)+, in addition to tert-butyl 3-(4-(3-(3-chloro-4- isopropoxyphenyl)-l,2,4-oxadiazol-5-yl)phenylsulfonamido)propanoate (0.28 g, 42%) as a colorless solid. LC/MS (Table 1, Method c) Rt = 3.13 min, m/z 521 (M-H)

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

Reference:
Patent; ABBOTT LABORATORIES; CUSACK, Kevin, P.; BREINLINGER, Eric, C.; FIX-STENZEL, Shannon, R.; STOFFEL, Robert, H.; WOLLER, Kevin, R.; WO2011/71570; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 55666-43-8, A common heterocyclic compound, 55666-43-8, name is tert-Butyl 3-bromopropanoate, molecular formula is C7H13BrO2, 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.

Preparation 18; 1,1-Dimethylethyl 3-[6-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1,2,4,5-tetrahydro-3H-3-benzazepin-3-yl]propan-oate In a 5 ml microwave reaction vessel was added 6-(5-{3-chloro-4-[(1-methyl ethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-2,3,4,5-tetrahydro-1H-3-benzazepine (Free base of Example 8, obtained by standard methods e.g. partitioning between organic and basic aqueous solvents and collecting organic solvent) (70 mg) in DMF (3 ml) to give a brown solution. Then potassium carbonate (101 mg) was added followed by 1,1-dimethylethyl 3-bromopropanoate (38.1 mg, 0.182 mmol). The reaction mixture was heated at 100 C. for 10 minutes. The cooled reaction mixture was diluted with DCM (5 ml) and purified by SCX (washing with methanol and eluting the crude amino ester with methanolic ammonia). Purification by MDAP yielded the amino ester, 1,1-dimethylethyl 3-[6-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1,2,4,5-tetrahydro-3H-3-benzazepin-3-yl]propanoate (25 mg, 0.046 mmol, 25.4% yield) isolated as a light yellow oil. MS (ES) C28H3435ClN3O4 requires 511. found 512 [M+H]+.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; GLAXO GROUP LIMITED; US2010/174065; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference 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.

Example No.16: Preparation of tert-butyl 3,3′-(4-(3-(3-chloro-4-isopropoxyphenyl)-l,2,4- oxadiazol-5-yl)phenylsulfonylazanediyl)dipropanoate and tert-butyl 3-(4-(3-(3-chloro-4- isopropoxyphenyl)-l,2,4-oxadiazol-5-yl)phenylsuIfonamido)propanoate; To a solution of 4-(3-(3-chloro-4-isopropoxyphenyI)-l,2,4-oxadiazol-5- yl)benzenesulfonamide (0.500 g, 1.270 mmol) in DMF (3.17 ml) was added NaH (0.056 g, 1.396 mmol). After about 10 min. tert-butyl 3-bromopropanoate (0.233 ml, 1.396 mmol) was added and the reaction mixture was heated to about 600C. After about 48h the reaction mixture was cooled to room temperature and purified by chromatography on silica gel (eluting with EtO Ac/Hep) to provide tert-butyl 3,3′-(4-(3-(3-chloro-4-isopropoxyphenyl)-l,2,4- oxadiazol-5-yl)phenylsulfonylazanediyl)dipropanoate (0.24 g, 29%) as a colorless solid. LCMS (Table 1, Method c) R, = 3.43 min, m/z 667 (M+NH»)+. In addition to tert-butyl 3-(4- (3-(3-chloro-4-isopropoxyphenyl)-l,2,4-oxadiazol-5-yl)phenylsulfonamido)propanoate (0.28 g, 42%) as a colorless solid. LCMS (Table 1, Method c) R1 = 3.13 min, m/z 521 (M-H)’.

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

Reference:
Patent; ABBOTT LABORATORIES; WO2008/76356; (2008); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics