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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. 711-01-3, name is Methyl adamantane-1-carboxylate, A new synthetic method of this compound is introduced below., Safety of Methyl adamantane-1-carboxylate

In the 10mL single-mouth bottle,Nitrogen protection,97.1 mg (0.50 mmol) of compound 1k is added,2.5mL hexane,105.9 mg (2.25 mmol) deuterated ethanol (EtOD),129.3 mg (2.25 mmol) of sodium reagent (40 wt% dispersion in mineral oil,Particle size 5-10mum),Stir for 5 min at 0C.Rise to room temperatureThe reaction was quenched with 3.0 M aqueous hydrochloric acid.Add ether and saturated brine to extractThe organic phase is dry,Concentrate, column chromatography,79.9 mg of the target compound, 4 gYield 95%.

The synthetic route of 711-01-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; China Agricultural University; An Jie; Lei Peng; Han Minhui; Ma Xiaodong; Wu Yufei; A Dila¡¤adijiang; Ding Yuxuan; (15 pag.)CN107445798; (2017); A;,
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Application of 15448-76-7, These common heterocyclic compound, 15448-76-7, name is Dimethyl bicyclo[2.2.1]heptane-1,4-dicarboxylate, 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.

A mixture of dimethyl bicyclo[2.2.1]heptane-l ,4-dicarboxylate (1.5 g, 7.07 mmol), chromium(VI) oxide (4.24 g, 42.4 mmol) in acetic acid (15 mL) was heated at 90 C for 14 hours. The reaction mixture was diluted with ethyl acetate, washed with water, saturated NaHCC>3 and brine, dried (Na2SO/t), and concentrated. The residue was purified bychromatography eluting with 10-60% ethyl acetate in heptane to give the title compound (400 mg, 25% yield).JH NMR (400 MHz, CDC13) delta ppm 3.78 (d, J = 5.2 Hz, 6H), 2.67 (dd, J = 18.0, 2.5 Hz, 1H), 2.44 – 2.32 (m, 2H), 2.32 – 2.16 (m, 3H), 1.98 – 1.78 (m, 2H).

The synthetic route of 15448-76-7 has been constantly updated, and we look forward to future research findings.

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;,
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Electric Literature of 79383-44-1, 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. 79383-44-1, name is Methyl 2-methoxy-6-methylbenzoate, This compound has unique chemical properties. The synthetic route is as follows.

N-Bromosuccinimide (250mg) and catalytic amount of 2,2′-Azobis(2- methylpropionitrile) was added to a solution of 4 (252mg) in carbon tetrachloride (3.5mL). The reaction was heated to reflux in the present of visible light for 6h. After cooling to room

The chemical industry reduces the impact on the environment during synthesis Methyl 2-methoxy-6-methylbenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK; ARANCIO, Ottavio; DENG, Shixian; LANDRY, Donald, W.; FIORITO, Jole; PURGATORIO, Rosa; WO2015/153410; (2015); A1;,
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Synthetic Route of 148547-19-7, These common heterocyclic compound, 148547-19-7, name is Methyl 4-bromo-3-methylbenzoate, 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.

Pottasium Ferrocyanide trihydrate (3.70 g, 17.5 mmol) was added to a solution of 4-bromo-3-nnethyl-benzoic acid methyl ester (4.00 g, 17.46 mmol) in dimethylacetamide (10 ml_), followed by sodium carbonate (1 .85 g, 17.5 mmol) and palladium acetate (78 mg, 0.35 mmol). This mixture was heated at 12O0C for 15 hours, after which time it was quenched onto water (150 ml_) and extracted with tert-butylmethylether (3 x 50 ml_). The combined organic extracts were washed with water (150 ml_), dried over magnesium sulphate, filtered and evaporated under reduced pressure to give a solid (2.53 g, 83%). 1H NMR (400 MHz, CDCI3): delta 2.60 (s, 3H), 3.95 (s, 3H), 7.65 (d, 1 H), 7.95 (m, 1 H), 8.00 (d, 1 H).

Statistics shows that Methyl 4-bromo-3-methylbenzoate is playing an increasingly important role. we look forward to future research findings about 148547-19-7.

Reference:
Patent; PFIZER LIMITED; GIBSON, Karl Richard; GREEN, Martin Peter; UNDERWOOD, Toby James; WAKENHUT, Florian; WO2010/32200; (2010); 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. 454-31-9, name is Ethyl 2,2-difluoroacetate, A new synthetic method of this compound is introduced below., Recommanded Product: Ethyl 2,2-difluoroacetate

Step 2 Preparation of 4,4-difluoro-1-(3-fluoro-4-methoxyphenyl)-butane-1,3-dione Ethyl difluoroacetate (4.06 g, 32.7 mmol) was dissolved in methyl t-butyl ether (50 mL). To the stirred solution was added 25 weight % sodium methoxide (7.07 g, 32.7 mmol) followed by 3′-fluoro-4′-methoxyacetophenone (5.0 g, 29.7 mmol). After stirring for 16 hours, 1N HCl (50 mL) was added. The organic layer was collected and washed with water (2*50 mL), dried over anhydrous MgSO4, filtered, and added to hexanes to precipitate a tan solid (7.0 g, 96%): mp 70-72 C.

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; Isakson; Peter C.; Anderson; Gary D.; Gregory; Susan A.; US5700816; (1997); A;,
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These common heterocyclic compound, 619-42-1, name is Methyl 4-bromobenzoate, 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. Computed Properties of C8H7BrO2

To a stirred solution of methyl 4-bromobenzoic acid methyl ester (45 g, 209.0 mmol) in MeOH (500 mL), hydrazine hydrate (39.31 g, 627.0 mmol) was added at RT and heated to 65 C for 12h. After cooling the reaction mixture to RT, the solvent was removed under reduced pressure. The residue was slurred with diethyl ether (300 mL). The solid was filtered off and dried under suction to afford the title compound as an off white solid (40 g, 93% yield). NMR (400 MHz, DMSO-d6) delta 9.84 (s, 1H), 7.76- 7.73 (m, 2H), 7.66-7.64 (m, 2H), 4.49 (s, 2H) 1H NMR (DMSO-d6, 400MHz) delta 9.84 (s, 1H), 7.76-7.73 (m, 2H), 7.66-7.63 (m, 2H), 4.42 (b, 2H). LC/MS (Method A): 217.0(M+H)+. HPLC (Method F) Rt 2.02 min (Purity: 99.6%).

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

Reference:
Patent; ARES TRADING S.A.; QUATTROPANI, Anna; SWINNEN, Dominique; WO2013/182274; (2013); A1;,
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Application of 1186-73-8, 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 1186-73-8 as follows.

Step 13; methyl 10-(((tert-butyldimethylsilyl)oxy)methyl)-l-(2,4-dimethoxybenzyl)-4- hydroxy-9-methyl-2-oxo-2,5,6,9-tetrahydro-lH-pyrido[2′,3′:4,5]oxepino[3,2- f] indole-3-carboxylate A solution of N-(8-((tert-butyldimethylsilyloxy)methyl)-9-methyl-3,4-dihydro-2H- oxepino[3,2-f]indol-5(9H)-ylidene)-l-(2,4-dimethoxyphenyl)methanamine (3.81 g crude) and trimethyl methanetricarboxylate (2.9 g, 15.0 mmol) in Ph20 (15 mL) was heated at 230 C for 15 min. The reaction mixture was cooled to room temperature and purified on silica gel using EtO Ac/Hex (0-60% gradient) to afford the product (2.0 g, 43%) as a yellow foam. XH NMR (500 MHz, DMSO-i) delta ppm 0.00 (d, J=0.95 Hz, 6 H) 0.77 – 0.83 (m, 9 H) 1.87 – 1.96 (m, 2 H) 2.88 – 2.96 (m, 1 H) 3.48 (s, 3 H) 3.64 (d, J=1.89 Hz, 6 H) 3.77 (s, 3 H) 4.21 (br. s., 2 H) 4.74 (s, 2 H) 4.98 – 5.07 (m, 1 H) 6.24 (s, 1 H) 6.37 (s, 2 H) 6.61 – 6.68 (m, 1 H) 7.21 (s, 1 H) 7.31 – 7.40 (m, 1 H) 13.28 – 13.36 (m, 1 H). LC-MS: 633.2 [M-H]”, RT 1.80 min.

According to the analysis of related databases, 1186-73-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PTC THERAPEUTICS, INC.; BRANSTROM, Arthur; JOSYULA, Vara Prasad, Venkata Nagendra; ARNOLD, Michael, Andrew; GERASYUTO, Aleksey, I.; KARP, Gary; WANG, Jiashi; WO2013/33228; (2013); A1;,
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Synthetic Route of 685-88-1, These common heterocyclic compound, 685-88-1, name is Diethyl fluoromalonate, 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.

b) Fluoro[(phenylmethoxy)methyl]propanedioic acid, diethyl ester In a 500 ml. flask, sodium hydride (4.08 g., 102 mmole, 60% dispersion in mineral oil) was suspended in dry tetrahydrofuran (100 ml.). The suspension was cooled to -20C., and benzyl chloromethyl ether (18.6 ml., 134 mmole) was added via syringe. To the resulting mixture was added a solution of diethyl fluoromalonate (12 g., 67.4 mmole) in dry tetrahydrofuran (300 ml.) via addition funnel (rinsed with 5 ml. of solvent). The mixture was warmed to 0C. and stirred for 3 hours. Then, the mixture was warmed to room temperature and stirred for 1.5 hours. The mixture was cooled to 0C. and quenched with dry ethanol (20 ml.). The reaction solution was stirred at room temperature for 30 minutes, and then slowly poured into saturated ammonium chloride (300 ml.) at 0C. The mixture was diluted with diethyl ether (300 ml.) and separated. The aqueous layer was further extracted with diethyl ether (2 x 100 ml.), and the combined organic layers were washed with saturated aqueous sodium bicarbonate (2 x 100 ml.). The organic layer was dried over sodium sulfate, filtered, and the solvent was removed by rotary evaporation to afford 31 g. of a brown oil. Flash chromatography (16 – 20% ethyl acetate-hexane) afforded 18.8 g. of the title compound.

The synthetic route of 685-88-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; E.R. SQUIBB & SONS, INC.; EP554025; (1993); A2;,
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Electric Literature of 50995-48-7,Some common heterocyclic compound, 50995-48-7, name is Methyl 2,5-dibromopentanoate, molecular formula is C6H10Br2O2, 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 1 To a solution of 3.06 g of 2-amino-4,5-dimethylthiophenol in 50 ml of dimethylformamide was added 5.48 g of methyl 2,5-dibromovalerate at room temperature with stirring. The mixture was stirred for 14 hours, poured into water, and extracted with ethyl acetate. The ethyl acetate layer was washed with water, dried (MgSO4), and concentrated. The residue was washed with a mixture of ether and hexane to obtain 4.35 g (69.3percent) of 2-(3-bromopropyl)-6,7-dimethyl-2H-1,4-benzothiazin-3(4H)-one as crystals. Recrystallization from methanol gave prisms, m.p. 151¡ã-153¡ã C. IR(Nujol)cm-1: 3200, 1660. NMR delta(ppm)in CDCl3: 1.37-2.27(4H, m), 2.42(6H, s), 3.23-3.4(1H, m), 3.37(2H, t, J=6 Hz), 6.64(1H, s), 7.03(1H, s), 8.9(1H, broad). Elemental Analysis for C13 H16 BrNOS, Calcd.: C 49.69; H 5.13; N 4.46, Found: C 49.84; H 4.97; N 4.75.

The synthetic route of 50995-48-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Chemical Industries, Ltd.; US4640916; (1987); A;,
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Application of 379228-57-6, A common heterocyclic compound, 379228-57-6, name is Methyl 2-amino-4,6-difluorobenzoate, molecular formula is C8H7F2NO2, 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.

To a solution of methyl 2-amino-4,6-difluorobenzoate (3 g, 16.0 mmol, 1.0 eq) in DMSO (5 mL) was added cyclopentanamine (2.73 g, 32.0 mmol, 2.0 eq) and the mixture was heated at 80 C. overnight. The mixture was cooled to RT, diluted with water (5 mL) and extracted with DCM (40 mL*2). The combined organic layers were dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by column chromatography (Petroleum ether:DCM, 40:1, v/v to Petroleum ether:EtOAc, 30:1 to 20:1, v/v) to afford the title compound (863 mg, 21%) as a red solid. LCMS: [M+H]+ 253.1.

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; Ribon Therapeutics Inc.; Schenkel, Laurie B.; Vasbinder, Melissa Marie; Kuntz, Kevin Wayne; Swinger, Kerren Kalai; (179 pag.)US2019/194174; (2019); A1;,
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