Esters-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 5164-76-1, name is Dimethyl pent-2-enedioate, 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 5164-76-1, COA of Formula: C7H10O4

General procedure: The crude aryl diazonium tosylate 9 thus obtained was dissolved or suspended in MeOH (30 mL). Dimethyl glutaconate (1.45 mL, 10.0 mmol) and Pd(OAc)2 (112 mg, 0.5 mmol) were successively added while stirring. After stirring at r.t. for 15 h, the mixture was concentrated under reduced pressure and partitioned between CH2Cl2 (40 mL) and H2O (25 mL). The organic layer was washed with brine, dried (Na2SO4), and concentrated in vacuo. The residue was briefly fractionated on SiO2 using CH2Cl2 or CH2Cl2- acetone (5:1) as eluent. Fractions containing arylation product were pooled and concentrated to give compound 10 of at least 90% purity (according to 1H NMR analysis). It was used in the next step without further purification.

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Reference:
Article; Dar’In, Dmitry; Kantin, Grigory; Bakulina, Olga; ?alubovskis, Raivis; Krasavin, Mikhail; Synthesis; vol. 51; 10; (2019); p. 2230 – 2236;,
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4131-74-2, name is Dimethyl 3,3-Thiodipropionate, 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. name: Dimethyl 3,3-Thiodipropionate

2.7098 g of NaH (60%) was added to 250 ml of dry three-necked flask,40 ml of anhydrous tetrahydrofuran (THF) was added,Stirred at room temperature for 10 min,A solution of dimethyl 3,3′-thiodipropionate (10.1015 g)In THF (30 ml) was added and heated to reflux,About 1h drops finished,After adding 10mlTHF rinse the dropping funnel,Continue to return after 1h,The reaction was stopped and allowed to cool to room temperature.The reaction solution was adjusted to a pH of 6 to 7 with 2% dilute hydrochloric acid and then extracted with dichloromethane (30 ml * 3)The layers were washed with saturated sodium chloride solution and the organic layer was collected and washed with sufficient anhydrous sodium sulfate and filtered. The filtrate was filteredThe solvent was removed by evaporation to give 7.5639 g of a yellow oily liquid,4-oxo-tetrahydro-2H-thiopyran-3-carboxylic acid methyl ester (II)Yield 88.7%.

The synthetic route of 4131-74-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangxi Science and Technology Normal University; Zhu Wufu; Zheng Pengwu; Sun Chengyu; Tang Qidong; Chen Chen; Lei Fei; Wu Chunjiang; Tu Yuanbiao; Ouyang Yiqiang; (42 pag.)CN105153190; (2017); B;,
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50413-30-4, name is Methyl 2-amino-4-methoxylbenzoate, 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. Formula: C9H11NO3

To a solution of compound 34 (4.0 g, 0.02 mol) in DCM(200 mL) was added bromine (1.36 mL, 0.02 mol). Themixture was stirred at room temperature for 20 h. It wasdiluted with saturated sodium hydrogen sulfite (50 mL) andthe aqueous solution was extracted with DCM. The combinedorganic layers were washed with brine, dried overNa2SO4 and filtered. The residue was purified by silica gelcolumn chromatography eluting with PE/EA to give whitepowder 35 (4.71 g, 82.06%). 35: 1H NMR delta (400 MHz,CDCl3) 8.04 (s, 1H), 6.14 (s, 1H), 5.87 (s, 2H), 3.89 (s, 3H),3.87 (s, 3H).

The synthetic route of 50413-30-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yi, Jingyu; Du, Guoxin; Zhao, Yuanyuan; Zhang, Liuqiang; Li, Bo; Zhu, Weiliang; Huang, Cheng; Li, Yiming; Guo, Fujiang; Medicinal Chemistry Research; vol. 27; 7; (2018); p. 1851 – 1862;,
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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

To a cold (-78 0C) stirred solution of 1,4-dibromobenzene (86.4 g, 366 mmol) in tetrahydrofuran (800 mL) was added n-butyllithium (228 mL, 1.6 M in hexanes, 366 mmol). The mixture was stirred at -78 0C for 30 min and ethyl difluoroacetate (50 g, 402 mmol) was added over 2 min. The mixture was stirred at -78 C for 1 h. The reaction was quenched with 1 N hydrochloric acid (250 mL) and allowed to attain room temperature. Methyl tert-butyl ether (250 mL) was added and the layers were separated. The organic layer was washed with brine (100 mL), dried (MgSO4) and concentrated under reduced pressure. The residue was distilled under vacuum to give the difluoroketone as a white glassy solid which was used in the next step.

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; MERCK FROSST CANADA LTD.; WO2009/70873; (2009); A1;,
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Electric Literature of 35180-01-9, These common heterocyclic compound, 35180-01-9, name is Chloromethyl isopropyl carbonate, 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 stirred solution of 5-((4′-isopropyl-[l,r-biphenyl]-4-yl)oxy)-l-(4-methoxy benzyl)-lH-l, 2, 3-tri azole-4- carboxylic acid 23 (330 mg, 0.744 mmol) in DMA (3.0 mL) was added potassium carbonate (77 mg, 0.558 mmol), stirred at rt for 30 min. To the resultant suspension was added neat chloromethyl isopropyl carbonate (170 mg, 1.12 mmol), heated for 6 h at 50 C until clear solution, cooled to rt, acidified with aq. 10% citric acid, extracted with ethyl acetate (30 mL), washed with brine, dried (Na2S04), and concentrated. The residue was purified on 40 g SiC cartridge using a gradient of ethyl acetate in hexanes (0 to 50%) as eluant to afford the title compound (350 mg, 84.1%) as colorless gum. Rf = 0.19 (20% EtOAc in hexanes). NMR (400 MHz, Chloroform-d) d 7.50 – 7.41 (m, 4H), 7.33 – 7.24 (m, 2H), 7.24 – 7.16 (m, 2H), 6.85 – 6.74 (m, 4H), 5.79 (s, 2H), 5.36 (s, 2H), 4.79 (hept, J = 6.3 Hz, 1H), 3.74 (s, 3H), 2.95 (hept, J = 6.9 Hz, 1H), 1.29 (d, J = 7.0 Hz, 6H), 1.21 (d, J = 6.3 Hz, 6H). MS: ES+ 560.25 (M+l).

The synthetic route of 35180-01-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ORFAN BIOTECH INC.; MAAG, Hans; FERNANDES, Miguel Xavier; ZAMBONI, Robert; AKBARIROMANI, Elham; BEAULIEU, Marc-Andre; LEBLANC, Yves; THAKUR, Pallavi; (157 pag.)WO2020/10309; (2020); A1;,
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41841-16-1, name is Methyl 2-(4-bromophenyl)acetate, 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. HPLC of Formula: C9H9BrO2

To a suspension of sodium hydride (60% in oil, 192 mg, 4.80 mmol,) in DMF (11 mL) at 0 C was added methyl 2-(4-bromophenyl)acetate (0.35 mL, 2.2 mmol). The mixture was stirred for 15 minutes at 0 C and iodomethane (6.5 muL¡¤, 0.10 mmol) was added. The mixture was stirred for further 5 minutes at 0 C and at RT for 12 h, then quenched with 1 N aq. HCl (1 mL) and extracted with EtOAc (3 x 2 mL). The organic layer washed with H20 (3 x 2 mL) and brine (2 mL), dried over Na2S04, filtered and concentrated under reduced pressure. The residue was purified by Si02gel chromatography (0% to 5% EtOAc/Hexanes) to give methyl 2-(4- bromophenyl)-2-methylpropanoate (550 mg, 98%); MS (ES+) CgHgBrC^ requires: 228, found: 229/231 [M+H]+.

The synthetic route of 41841-16-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JONES, Philip; DIFRANCESCO, Maria, Emilia; PETROCCHI, Alessia; MARSZALEK, Joe; LIU, Gang; KANG, Zhijun; CARROLL, Christopher, L.; MCAFOOS, Timothy; CZAKO, Barbara; WO2014/31928; (2014); A2;,
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Adding a certain compound to certain chemical reactions, such as: 106896-49-5, name is Methyl 4-amino-3-bromobenzoate, 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 106896-49-5, Computed Properties of C8H8BrNO2

To a 1 L round-bottom flask, purged and maintained under an inert atmosphere of nitrogen, was added methyl 4-amino-3-bromobenzoate A-7a (25 g, 108.67 mmol , 1.0 equiv.), K3PO4 (65 g, 306.21 mmol, 2.82 equiv.), toluene (50 mL), water (100 mL), P(Cy)s (2.8 g, 0.05 equiv.), Pd(OAc)2 (2.25 g, 10.02 mmol, 0.09 equiv.), and cyclopropyl boronic acid (26 g, 302.69 mmol, 2.79 equiv.). The resulting mixture was heated at 100 C overnight. The resulting solids were removed by filtration. The filtrate was diluted with H2O (200 mL) and extracted with ethyl acetate (200 mL x 3). The combined organic layers were concentrated in vacuo and the resulting residue was purified via silica gel column chromatography eluting with EtOAc PE (1 :20 to 1 : 10 and to 1 :5) to provide methyl 4-amino-3-cyclopropylbenzoate A-7b (19.9 g, 96%) as a light brown solid.

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, Methyl 4-amino-3-bromobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARDELYX, INC.; CHAO, Jianhua; JAIN, Rakesh; HU, Lily; LEWIS, Jason Gustaf; BARIBAULT, Helene; CALDWELL, Jeremy; (249 pag.)WO2018/39384; (2018); A1;,
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Electric Literature of 4897-84-1, A common heterocyclic compound, 4897-84-1, name is Methyl 4-bromobutanoate, molecular formula is C5H9BrO2, 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 the methyl ester (XIV, 1.8 g, 0.15 mmol) in DMF (50 mL), is added 4-bromo-butyric acid methyl ester (1 g, 0.87 mmol) and Cs2CO3 (800 mg, 0.48 mmol). The reaction is stirred at 22¡ã C. for 48 hours. 5 g SiO2 is added to the mixture and all solvents were evaporated in vacuo. The solid is purified by flash chromatography, eluting with MeOH/DCM (0-10percent) to provide 1.5 g (75percent), of a yellow solid. MS m/z 1357 (M +H2O).

The synthetic route of 4897-84-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bushell, Simon; LaMarche, Matthew J.; Leeds, Jennifer; Whitehead, Lewis; US2009/156628; (2009); A1;,
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Adding a certain compound to certain chemical reactions, such as: 4891-38-7, name is Methyl Phenylpropiolate, 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 4891-38-7, category: esters-buliding-blocks

The reaction was carried out in a 10 ml Schlenk reaction tube. The reaction tube was evacuated and replaced with argon three times. 5 mol % (6.1 mg) of [Cp*RuCl2]2 (relative to substrate 1b) and 2 ml of solvent 1,2- were added. Dichloroethane, stirring 2min;Then 0.2 mmol (48.6 mg) of aziridine 1b and 1.0 mmol (160.2 mg) of methyl phenylpropiolate 2a are added and the reaction is heatedStir for 20 hours at 80C.After the reaction is completed, the solvent is removed by a rotary evaporator, and the solid is dissolved in dichloromethane and subjected to silica gel column chromatography using petroleum ether:The column was washed with an eluent of ethyl acetate = 10:1 – 5:1 (by volume) to give 46.8 mg of a white solid polysubstituted pyrrole compound 3b in an isolated yield of 58%.

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, Methyl Phenylpropiolate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Dalian Institute of Chemical Physics; Wan Boshun; Li Tengfei; Wu Fan; (17 pag.)CN107522645; (2017); A;,
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Synthetic Route of 3618-04-0,Some common heterocyclic compound, 3618-04-0, name is trans-Ethyl 4-hydroxycyclohexanecarboxylate, molecular formula is C9H16O3, 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 B Ethyl 4-oxocyclohexanecarboxylate Ethyl 4-hydroxybenzoate is reduced to ethyl 4-hydroxycyclohexanecarboxylate according to the procedure described in R. A. Finnegan and P. L. Bachman, Journal of Organic Chemistry, Volume 30, pages 4145-4150 (1965). The crude material obtained in this reduction (190 g) is dissolved in 1200 ml of reagent grade acetone. The solution is cooled to 0 C. and 152 ml of a 8 N chromic acid solution (prepared from concentrated sulfuric acid and chromium trioxide) is added dropwise to the mechanically stirred reaction mixture. Enough isopropanol is added to the mixture to discharge its red color and it is then filtered through Celite. The salts are washed with several portions of acetone. The filtrate is evaporated in vacuo. The residue is dissolved in 750 ml of diethyl ether and washed with sodium bicarbonate and brine solutions. After drying, the solvent is evaporated and the residue is distilled to yield the title compound; bp12 125 C. In a process analogous to Example B using appropriate starting materials the following compound is prepared:

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

Reference:
Patent; Warner-Lambert Company; US4988699; (1991); A;,
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