Esters-buliding-blocks

Some common heterocyclic compound, 115118-68-8, name is Diisopropyl 3,3-dimethoxycyclobutane-1,1-dicarboxylate, molecular formula is C14H24O6, 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. Recommanded Product: 115118-68-8

Reference Example 3 3-Oxocyclobutane carboxylic acid To diisopropyl 3,3-dimethoxycyclobutane-1,1-dicarboxylate (760 g) obtained from Reference example 2, 20% of hydrochloric acid solution (3.2 L) was added and the mixture was refluxed for four days. After that, the reaction solution was extracted with ethyl acetate, and then the organic layer was dried over magnesium sulfate. Solids were removed, the filtrate was dried under reduced pressure to obtain the title product (700 g). 1H-NMR (CDCl3): 11.2 (1H, s), 3.41 (5H, m).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 115118-68-8, its application will become more common.

Reference:
Patent; Asahi Kasei Pharma Corporation; US2009/298894; (2009); A1;,
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Application of 99548-55-7,Some common heterocyclic compound, 99548-55-7, name is Methyl 4-bromo-2-methylbenzoate, molecular formula is C9H9BrO2, 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.

REFERENCE EXAMPLE 2; Methyl 4-bromo-2-(bromomethyl)benzoate; To a solution of methyl 4-bromo-2-methylbenzoate (9.60 g, 0.42 mol, obtained in reference example 1) in CCI4 (150 mL), Lambda/-bromosuccinimide (7.46g, 0.42mol) and benzoyl peroxide (0.19g, 0.79mmol) were added. The reaction mixture was stirred EPO 4h at room temperature while irradiated with a 250 Watt lamp and it was then filtered to remove the precipitated solids. The filtrate was washed with 1 N NaOH and water and it was dried over Na2SO4. The solvent was evaporated to afford11.87 g of the desired compound as an oil that solidified on standing (yield: 92%, uncorrected).1H NMR (300 MHz, CDCI3) delta (TMS): 3.94 (s, 3 H), 4.90 (s, 2 H)1 7.51 (dd, J = 8.4Hz1 J1 = 2.1 Hz, 1 H), 7.63 (d, J = 1.8 Hz, 1 H), 7.84 (d, J = 8.4 Hz, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 4-bromo-2-methylbenzoate, its application will become more common.

Reference:
Patent; J. URIACH Y COMPANIA S.A.; WO2007/339; (2007); 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. 205448-64-2, name is Methyl 4-(((2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)methyl)amino)-2-methoxybenzoate, A new synthetic method of this compound is introduced below., SDS of cas: 205448-64-2

45 g (292 mmol) of biphenyl was weighed into a three-necked flask, 150 mL of diphenyl ether was added, the solvent was heated to 180 C under nitrogen atmosphere, and 18 g (53.7 mmol) of compound 4 was rapidly added under a nitrogen atmosphere, and a large amount of gas was released. The temperature was maintained at 170 to 185 C, and the reaction was continued for 45 minutes to stop the heating. Cooled to room temperature, a large amount of yellow solid precipitated, added petroleum ether, filtered, filter cakeThe crude product was washed well with diethyl ether.The crude product was purified by petrol-ethyl acetate (5:2 by volume), suction filtered and dried.A yellow solid (5) of 10.11 g was obtained in a yield of 80.7%.

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; Nanjing Tian Yue Xing Biological Co., Ltd.; Wu Xueping; Chen Yao; (6 pag.)CN109456267; (2019); A;,
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Some common heterocyclic compound, 23426-63-3, name is Methyl 2-bromo-2-methylpropanoate, molecular formula is C5H9BrO2, 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. name: Methyl 2-bromo-2-methylpropanoate

Step B; 2,5-Dimethylhydroquinone 17 (3.73 g, 27 mmol) is dissolved in dimethylformarnide (20 mL) and acetonitrile (60 mL). Powdered cesium carbonate (9.16 g, 28.1 g, 1.04 equiv.) is added to the vigorously stirring solution, followed by 2-bromo-2- methyl-propionic acid methyl ester (3.50 mL, 27.0 mmol, 1 equiv.). The mixture is stirred at 75C for 18 h. Filtration and concentration, followed by purification by silica gel chromatography (5-30% gradient, ethyl acetate in hexanes) yielded 2-(4-hydroxy-2,5- dimethyl-phenoxy)-2-methyl-propionic acid methyl ester 18 as and oil (1.92 g, 8.06 mmol, 30%). The chromatography also yielded recovered hydroquinone 17 (1.20 g, 8.68 mmol, 32%). 18: 1H-NMR (400 MHz, CDCl3) delta = 6.57 (s, IH), 6.50 (s, IH), 4.44 (s, IH), 2.15 (s, 3H), 2.14 (s, 3H), 1.52 (s, 6H). MS calcd. for C13Hi8NaO4 (M+Na+) 261.1, found 261.1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 23426-63-3, its application will become more common.

Reference:
Patent; IRM LLC; WO2007/56496; (2007); 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. 24812-89-3, name is Methyl 3-amino-2,4-dimethylbenzoate, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 24812-89-3

To a solution of 6-chloro-3-methyl-pyridine-2-carboxylic acid (0.8 g, 4.6 mmol) in CH2CI2 (4 mL) at room temperature are added methyl 3-amino-2,4- dimethyl-benzoate (0.84 g, 4.6 mmol) and TEA (945.0 mg, 9.3 mmol). After stirring 10 minutes, 1-propanephosphonic acid cyclic anhydride (50% solution in EtOAc, 2.97 g, 9.3 mmol) is added via syringe. After 2 hours at 35 C, the reaction mixture is diluted with saturated NaHC03 solution and extracted with CH2C12. The combined organic layers are dried over sodium sulfate, filtered, and concentrated under reduced pressure. The residue is purified by silica gel flash chromatography, eluting with 10% EtOAc in hexanes to give methyl 3-[(6-chloro-3-methyl-pyridine-2-carbonyl)amino]-2,4-dimethyl-benzoate as a colorless oil (1.1 g, 72%). Mass spectrum (m/z): 333.3 (M+H)+.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 24812-89-3.

Reference:
Patent; ELI LILLY AND COMPANY; BLANCO-PILLADO, Maria-Jesus; MANNINEN, Peter Rudolph; SCHIFFLER, Matthew Allen; VETMAN, Tatiana Natali; WARSHAWSKY, Alan M.; YORK, Jeremy Schulenburg; WO2015/94912; (2015); A1;,
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Electric Literature of 27741-65-7, These common heterocyclic compound, 27741-65-7, name is Ethyl 2-cyclobutylideneacetate, 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.

In 1:1:0.5 THF/water/Methanol (10:10:5 mL each), ethyl 2-cyclobutylideneacetate (1.2 g, 8.57 mmol) and lithium hydroxide monohydrate (2.15 g, 51.4 mmol) was added at room temperature. Reaction mixture was allowed to stir at room temperature for 16 h. TLC showed absence of starting material (Rf=0.4, 30% ethyl acetate/n-hexane). THF and Methanol was removed under reduced pressure. Aqueous layer was acidified with citric acid and extracted with ethyl acetate. Crude product was purified by column chromatography (silica gel 60-120 mesh ethyl acetate/n-hexane as eluent) to afford white solid. [0505] Yield: 0.6 g (62%) [0506] 1H NMR (400 MHz, CDCl3): delta 2.02-2.20 (m, 2H). 2.86 (t, J=7.8 Hz, 2H), 3.14 (t, J=7.8 Hz, 2H), 5.59 (t, J=2 Hz, 1H).

Statistics shows that Ethyl 2-cyclobutylideneacetate is playing an increasingly important role. we look forward to future research findings about 27741-65-7.

Reference:
Patent; Cornell University; Coferon, Inc.; Purdue Research Foundation; Barany, Francis; Pingle, Maneesh; Bergstrom, Donald E.; Giardina, Sarah F.; Arnold, Lee Daniel; US2014/194383; (2014); A1;,
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Electric Literature of 144851-82-1,Some common heterocyclic compound, 144851-82-1, name is Methyl 2-amino-3-fluorobenzoate, molecular formula is C8H8FNO2, 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 suspension of methyl triphenylphosphonium bromide (2.4 eq) and sodium amide (3.2 eq) in toluene (0.1 M) was stirred at RT for 3 h. After cooling down to 00C, a solution of Dl in toluene (0.1 M) was added to the suspension and the reaction mixture was heated to 500C for 3 h. 30 min. Then, The precipitate was filtered off and the solvent was evaporated under reduced pressure giving a crude that was purified by flash chromatography on silicagel, using AcOEt/PE (7:3) as solvent, affording the title compound as a yellow powder.1U NMR (500 MHz, CDCl3) delta: 7.78-7.68 (m, 6H), 7.62-7.54 (m, 3H), 7.52-7.45 (m, 7H), 6.97-6.89 (m, IH), 6.56-6.48 (m, IH), 5.76 (bs, 2H), 4.32-4.20 (m, IH). MS (ES) C26H2iFNOP requires: 413, found: 414 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 2-amino-3-fluorobenzoate, its application will become more common.

Reference:
Patent; ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI S.P.A.; WO2009/27730; (2009); A1;,
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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. 457097-93-7, name is Methyl 4-amino-3-(trifluoromethoxy)benzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 457097-93-7

[Step 1] 4-[(Methylsulfonyl)amino]-3-(trifluoromethoxy)benzoic acid To a solution of methyl 4-amino-3-(trifluoromethoxy)benzoate (600 mg) in chloroform (20 ml), triethylamine (2.12 ml) and methanesulfonyl chloride (0.795 ml) were added dropwise under ice-cooling. The reaction solution was stirred at 0 C. for 10 minutes and at room temperature for 2 hours. Saturated sodium bicarbonate water was added thereto, and the reaction solution was stirred at room temperature for 20 minutes and extracted with chloroform. The organic layer was dried over anhydrous sodium sulfate and the solvent was evaporated under reduced pressure. The residue was dissolved in methanol (20 ml). A 1 N aqueous solution of sodium hydroxide (20.4 ml) was added and the resultant reaction solution was stirred at 70 C. for one hour while heating. After the temperature of the solution was returned to room temperature and the reaction solution was concentrated up to about half under reduced pressure, 5 N hydrochloric acid (4 ml) was added dropwise. The precipitated solid was collected by filtration and dried under reduced pressure to obtain the title compound (740 mg) as a solid. 1H-NMR (DMSO-D6) delta: 3.17 (3H, s), 7.70 (1H, d, J=8.5 Hz), 7.81-7.84 (1H, m), 7.93 (1H, dd, J=8.9, 2.1 Hz), 10.25 (1H, s), 13.31 (1H, s). MS (ESI/APCI) m/z: 298 [M-1]-

The synthetic route of 457097-93-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Daiichi Sankyo Company, Limited; Ota, Masahiro; Inoue, Hidekazu; Kawai, Junya; Ohki, Hitoshi; Toki, Tadashi; (25 pag.)US2019/284198; (2019); 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. 18595-18-1, name is Methyl 3-amino-4-methylbenzoate, A new synthetic method of this compound is introduced below., COA of Formula: C9H11NO2

In a 10 mL pear-shaped flask, 6,7-dimethoxy-2-oxo-1,2,3,4-tetrahydroquinoline-3-carboxylic acid (92.0 mg, 0.366 mmol, 1.00 eq) (from Example 71, Step D supra) and methyl 3-amino-4-methylbenzoate (90.7 mg, 0.549 mmol, 1.50 eq) (TCI) were combined in DMF (1.1 mL). Triethylamine (0.255 mL, 1.83 mmol, 5.00 eq) and then HATU (209 mg, 0.540 mmol, 1.50 eq) (Aldrich) were added resulting in a yellow solution. After stirring for 3 hours at room temperature the reaction was diluted with EtOAc, extracted twice with water and once with brine and then concentrated. The solid residue was triturated with water and then with hot EtOAc to give 3-[(6,7-dimethoxy-2-oxo-1,2,3,4-tetrahydro-quinoline-3-carbonyl)-amino]-4-methyl-benzoic acid methyl ester. (Yield 97.2 mg, 0.244 mmol, 66.6%). HR-MS (ES+) m/z Calculated for C21H22N2NaO6 ([M+Na]+): 421.1370. Found: 421.1371.

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; Dominique, Romyr; Luk, Kin-Chun; Qiao, Qi; Rossman, Pamela Loreen; US2012/184548; (2012); A1;,
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Synthetic Route of 206551-41-9, These common heterocyclic compound, 206551-41-9, name is Methyl 3-bromo-2-fluorobenzoate, 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.

Example 198 3-Bromo-2[-(4-methoxybenzenesulfonyl)amino]-benzoic acid methyl ester To 0.096g (0.5 mmol) of 4-methoxyphenylsulphonamide in 3mL of DMF was added in one portion 0.020g (0.50 mmol) of 60percent sodium hydride and the reaction was stirred at 25-C for 15 min. Then, 0.135g (0.58 mmol) of methyl 3-bromo-2-fluorobenzylate was added to the solution in one portion and the resulting mixture was heated at 90 ¡ãC (bath temperature) for 18h. The reaction was cooled to room temperature, acidified with 1N HCl and extracted with ethyl acetate. The combined organic layers were dried over magnesium sulfate, filtered and concentrated in vacuo. The residue was chromatographed on silica eluding with 30percent-50percent ethyl acetate/hexane to provide 0.037g (19percent) of the desired product. 1H-NMR(CDCl3): 8 ppm (s, 1H, NH), 6.8-7.8 ppm (m, 7H, Ar), 3.9 ppm (s, 1H, OMe), 3.7 ppm (s, 1H, OMe).

The synthetic route of 206551-41-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; American Cyanamid Company; EP938471; (2001); B1;,
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