Esters-buliding-blocks

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. 1186-73-8, name is Trimethyl methanetricarboxylate, A new synthetic method of this compound is introduced below., Safety of Trimethyl methanetricarboxylate

Step 3; methyl 9-chloro-l-(2,4-dimethoxybenzyl)-4-hydroxy-7-methyl-2-oxo-2,5,6,7- tetrahydro-lH-benzo [b] pyrido [2,3-d] azepine-3-carboxylate Crude N-(8-chloro-l-methyl-3,4-dihydro-lH-benzo[b]azepin-5(2H)-ylidene)-l-(2,4- dimethoxyphenyl)methanamine (690 mg, 1.95 mmol) and trimethyl methanetricarboxylate (631 mg, 3.32 mmol) were mixed together in Pl^O (4.0 mL). With stirring, the mixture was placed into a pre-heated heat block at 210 C and heated for 10 minutes under a blanket of Argon. The reaction mixture was cooled to room temperature and was filtered directly on a silica cartridge. The product was purified by column chromatography (100% hexanes followed by EtOAc in hexanes 0 to 85% gradient) to provide the desired product (289 mg, 31%, two steps) as an off-white foam which was used directly in the next step. LC-MS 483.9 [M-H]”, 485.8 [M+H]+, RT 1.53 min.

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; 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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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. 939-18-4, name is 3-Bromo-2H-chromen-2-one belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 939-18-4

General procedure: Typically, (hetero)aryl bromide (1.0 mmol), thiazole derivatives(2.0 mmol), Pd-PEPPSI complexes (0.01e0.5 mol%), base (2 mmol),acid additive (0.3 mmol), and 3mL of DMAc solvent were addedinto a parallel reactor. After heating at 130 C for 4 h, the resultingmixture was cooled to room temperature. Subsequently, 25mL ofwater and 20 mL of dichloromethane were added into the reactor,and the mixture was stirred for another several minutes, followedby extraction three times with dichloromethane (3 x 5 mL). Theorganic layer was then combined, dried over anhydrous sodiumsulfate, filtered, and evaporated under reduced pressure to give thecrude products. The crude products were then purified by silica-gelcolumn chromatography using petroleum etheredichloromethane(15/1) as the eluent. The obtained pure products were characterizedby 1H NMR and 13C NMR spectroscopy, and the spectra can be foundin the Supporting Information. And the isolated yields of productswere obtained based on the amounts of (hetero)aryl bromides.

The synthetic route of 939-18-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ma, Bei-Bei; Lan, Xiao-Bing; Shen, Dong-Sheng; Liu, Feng-Shou; Xu, Chang; Journal of Organometallic Chemistry; vol. 897; (2019); p. 13 – 22;,
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Adding a certain compound to certain chemical reactions, such as: 22223-49-0, name is Methyl 2-amino-3-methylbenzoate, 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 22223-49-0, HPLC of Formula: C9H11NO2

N-Bromosuccinimide (38.5 g, 216 mmol) was added to a mixture consisting of methyl 2-amino-3-methylbenzoate (32.4 g, 196 mmol, Intermediate 89: step a) and dichloromethane (300 mL). The resultant reaction mixture was stirred at room temperature for 16 hours before it was poured into water (200 mL) and the aqueous phase was extracted with dichloromethane (200 mL*3). The combined organic extracts were dried over Na2SO4, filtered and concentrated to dryness under reduced pressure to afford the title compound.

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Reference:
Patent; JOHNSON & JOHNSON; LEONARD, KRISTI A.; BARBAY, KENT; EDWARDS, JAMES P.; KREUTTER, KEVIN D.; KUMMER, DAVID A.; MAHAROOF, UMAR; NISHIMURA, RACHEL; URBANSKI, MAUD; VENKATESAN, HARIHARAN; WANG, AIHUA; WOLIN, RONALD L.; WOODS, CRAIG R.; FOURIE, ANNE; XUE, XIAOHUA; CUMMINGS, MAXWELL D.; MCCLURE, KELLY; TANIS, VIRGINIA; US2015/111870; (2015); A1;,
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Synthetic Route of 1559-02-0, These common heterocyclic compound, 1559-02-0, name is Diethyl 1,1-cyclopropanedicarboxylate, 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 mixture of diethyl 1 ,1-cyclopropanedicarboxylate (10.0 g, 53.7 mmol) in ethanol (70 mL) and water (35 mL) was added sodium hydroxide (2.1 g, 53.7 mmol). The reaction was stirred at 25 C for 16 h and diluted with ethyl acetate (60 mL). The organic layer was discarded. The aqueous phase was adjusted to pH = 3 by addition of aqueous hydrochloric acid (4 M). The mixture was extracted with ethyl acetate (3 x 80 mL). The combined organic layers were washed with brine (30 mL), dried over sodium sulfate and concentrated under reduced pressure to give crude 1- ethoxycarbonylcyclopropanecarboxylic acid (6.6 g, 78%) as a colorless oil. NMR (400MHz, CDCl3) delta 12.86 (br s, 1H), 4.31 – 4.17 (m, 2H), 1.87 – 1.81 (m, 2H), 1.77 – 1.69 (m, 2H), 1.32 – 1.24

The synthetic route of 1559-02-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; PATEL, Snahel; HAMILTON, Gregory; ZHAO, Guiling; CHEN, Huifen; DANIELS, Blake; STIVALA, Craig; (358 pag.)WO2019/12063; (2019); A1;,
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206548-14-3, name is Methyl 2-amino-5-bromo-3-methylbenzoate, belongs to esters-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Recommanded Product: 206548-14-3

5-Bromo-2-(4-fluoro-benzenesulfonylamino)-3-methyl-benzoic acid By following the procedure of Example 134 the product of Example 133 and 4-fluorobenzenesulfonyl chloride provides 5-bromo-2-(4-fluoro-benzenesulfonylamino)-3-methyl-benzoic acid as a yellow solid in 36% yield. Electrospray Mass Spec: 386.0 (M-H)-

The synthetic route of 206548-14-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; American Cyanamid Company; EP938471; (2001); B1;,
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These common heterocyclic compound, 56427-54-4, name is Ethyl 5-chloro-2-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. HPLC of Formula: C10H11ClO2

(a) Reaction of ethyl 5-chloro-o-toluate with N-bromosuccinimide as described in Example 1a provides ethyl alpha-bromo-5-chloro-o-toluate.

The synthetic route of Ethyl 5-chloro-2-methylbenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; American Hoechst Corporation; US4585788; (1986); A;,
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Application of 35450-36-3, 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 35450-36-3 as follows.

To a cold solution (ice water bath) of the methyl-2-bromo-5-methoxybenzoate (2.00 g, 8.16 MMOL) in DICHLOROMETHANE (15 mL) was added AIC13 (5.44 g, 40.8 MMOL) under argon, and the reaction temperature was maintained BELOW 10C using an ice-water bath. The light brown suspension was stirred for 10 min, then EtSH (3.02 mL, 40.8 MMOL) was added dropwise at such a rate that the reaction temperature was maintained BELOW 5C. After 2.5 h of stirring below 10C, the reaction mixture was slowly poured into ice water with agitation. The organic layer was separated, and the aqueous layer was extracted with DCM. The combined organic layers were washed with water, dried over MGS04, filtered and concentrated under reduced pressure to afford a light yellow oil which was used in the next step without further purification.

According to the analysis of related databases, 35450-36-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2004/50650; (2004); 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. 2497-18-9, name is trans-2-Hexenyl acetate, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of trans-2-Hexenyl acetate

General procedure: A mixture of 1,2,3,4-tetrahydrocarbazole (1a, 1 mmol), allyl acetate (2a, 2 mmol), Pt(acac)2(9.7 mg, 0.025 mmol), and (4-ClC6H4)3P (36.5 mg, 0.1 mmol) in benzene (5 mL) was refluxed for24 h. After cooling, the solvent was distilled under reduced pressure. Column chromatography(n-hexane/EtOAc = 4:1) of the residue afforded 146 mg (69%) of 3a and 63 mg (30%) 4a, respectively.

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 2497-18-9.

Reference:
Article; Peng, Bai-Jing; Wu, Wen-Ting; Yang, Shyh-Chyun; Molecules; vol. 22; 12; (2017);,
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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. 32454-33-4, name is Methyl 2-(3-methoxyphenyl)-2-methylpropanoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: esters-buliding-blocks

Step B; 2-(3-Methoxy-phenyl)-2-methyl-propionic acid methyl ester 78 (2.77 g, 13.3 mmol) is dissolved in dry DCM (17 mL). The solution is cooled to -65C. boron tribromide (4.33 g, 17.3 mmol) dissolved in DCM (17 mL) is added. The reaction mixture is stirred at -650C for 90 min. Then the mixture is quenched with MeOH. Solvents are removed in vacuo, the remainder is diluted with ethyl acetate and washed with 0.2 N HCl. The aqueous phase is exrtacted with ethyl acetate. The organic layers are combined, washed with water and brine, dried over MgSO4, filtered and concentrated. Silica gel chromatography (0-25% ethyl acetate in hexanes) yielded 79 as a light yellow oil. 1H-NMR (400 MHz, CDCl3) delta = 7.25 (t, J= 8.0 Hz, IH)5 6.97-6.94 (m, IH), 6.88 (s, IH), 6.79-6.76 (m, IH), 3.72 (s, 3H), 1.62 (s, 6H); MS calcd. for CnHi4NaO3 (M+Na4) 217.1, found 217.1.

The synthetic route of 32454-33-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IRM LLC; WO2007/56497; (2007); A1;,
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Electric Literature of 40876-98-0, These common heterocyclic compound, 40876-98-0, name is Sodium 1,4-diethoxy-1,4-dioxobut-2-en-2-olate, 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.

ethyl-2-(4-((1R,3R)-8-(bicyclo[4.3.1]decan-8-yl)-8-azabicyclo[3.2.1]octan-3-yl)-3-oxo-3,4-dihydroquinoxalin-2-yl)acetate (d15) To a solution of c6 (700 mg, 1.980 mmol) in toluene (14 mL) was added AcOH (0.249 mL, 4.36 mmol) and diethyl oxalacetate sodium salt (499 mg, 2.376 mmol) at a temperature of about 25 C. under a nitrogen atmosphere. The mixture was stirred at 100 C. for 2.5 hr. After cooling to a temperature of about 25 C. and concentration, the resulting oil was chromatographed (ISCO, 80 g, CHCl3/10% NH3 in MeOH=99/1?95/5) to provide 806 mg of d15 as a brown amorphous solid. (Yield 85.2%) d15: 1H-NMR (300 MHz, CDCl3) delta: 1.24-1.46 (m, 6H), 1.59-1.77 (m, 10H), 2.06 (s, 3H), 2.07-2.31 (m, 8H), 2.60 (s, 2H), 3.93 (s, 2H), 4.21 (q, J=7.1 Hz, 4H), 5.74 (s, 1H), 7.04 (s, 1H), 7.33 (d, J=11.6 Hz, 2H), 7.60 (s, 1H); LC/MS: m/z=493.3 [M+H]+ (Calc: 492.61).

Statistics shows that Sodium 1,4-diethoxy-1,4-dioxobut-2-en-2-olate is playing an increasingly important role. we look forward to future research findings about 40876-98-0.

Reference:
Patent; Shionogi & Co., Ltd.; Purdue Pharma L.P.; MARRA, Jeffrey Michael; Tsuno, Naoki; Ueno, Tatsuhiko; Zhou, Xiaoming; US2014/187544; (2014); A1;,
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