Month: June 2021

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. 541-16-2, name is Di-tert-Butyl malonate, A new synthetic method of this compound is introduced below., Safety of Di-tert-Butyl malonate

7a. Preparation of (1R,2R)/(1S2S) 1-amino-2-ethylcyclopropanecarboxylic Acid tert-butyl Ester (Racemic Mixture); Step 1: Preparation of 2-ethylcyclopropane-1,1-dicarboxylic acid di-tert-butyl ester, Shown Below To a suspension of benzyltriethylammonium chloride (21.0 g, 92.2 mmol) in a 50% aqueous NaOH solution (92.4 g in 185 mL H2O) was added 1,2-dibromobutane (30.0 g, 138.9 mmol) and di-tert-butylmalonate (20.0 g, 92.5 mmol). The reaction mixture was vigorously stirred for 18 hours at room temperature and treated with a mixture of ice and water. The crude product was extracted with dichloromethane (3*) and sequentially washed with water (3*), and brine. The organic extracts were combined, dried (MgSO4), filtered, and concentrated in vacuo. The resulting residue was purified by flash column chromatography (100 g SiO2, 3% diethyl ether in hexane) to provide the desired product (18.3 g, 67.8 mmol, 73% yield) which was used directly in the next reaction.

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; Bristol-Myers Squibb Company; US2008/119461; (2008); A1;,
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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 51760-21-5 as follows. name: Dimethyl 5-bromoisophthalate

Step b) 5-(5-Methyl-l,l-dioxo-llambda*6*-ri,2,51thiadiazolidin-2-yl)-isophthalic acid dimethyl ester (Acid- 12b^; Tris(dibenzylideneacetone)palladium (27 mg, 0.029 mmol) was added to a degassed mixture of 5-bromo-isophthalic acid dimethyl ester (159 mg, 0.583 mmol), 2-methyl-[l,2,5]thiadiazolidine 1,1 -dioxide (Acid- 12a) (79 mg, 0.583 mmol), Cs2CO3 (474 mg, 1.46 mmol) and Xantphos (50.6 mg, 0.0874 mmol) in dioxane (5 ml). The mixture was heated at 105 0C under N2 for 2 h, the solvent was evaporated and the residue purified by flash chromatography using 2% MeOH in DCM as eluent, which gave the title compound (143 mg, 75%) as a yellow solid.

According to the analysis of related databases, 51760-21-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MEDIVIR AB; LUNDBERG, Stina; AYESA, Susana; BELDA, Oscar; DORANGE, Ismet; ERSMARK, Karolina; HAMMER, Kristin; JOHANSSON, Per-Ola; LINDSTROeM, Stefan; ROSENQUIST, Asa; SAMUELSSON, Bertil; BAeCK, Marcus; KVARNSTROeM, Ingemar; WANGSELL, Fredrik; BJOeRKLUND, Katarina; WO2010/42030; (2010); A1;,
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Ester – an overview | ScienceDirect Topics

14062-18-1, name is Ethyl 2-(4-methoxyphenyl)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. Application In Synthesis of Ethyl 2-(4-methoxyphenyl)acetate

1 g of 4-methanesulfony benzoicacid, 970 mg of 4-methoxyphenylacetic acid ethyl ester, and 950 mg of carbonyldiimidazole were dissoved in 15 ml of dimethylformamide and 230 mg of sodium hydride were added dropwise to the solution and the mixture was reacted in room temperature for 12 hours. Afterwards, water was added to diute the resultant, followed by extraction with ethyl acetate. The obtained organic layer was dried over anhydrous magnesium sulfate to give 1.5 g of the title compound as a light yellow liquid(yield 83%).

The synthetic route of 14062-18-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Cho, Il Hwan; Noh, Ji Young; Park, Sang Wook; Ryu, Hyung Chul; Lim, Jee Woong; Kim, Jong Hoon; Chae, Myeong Yun; Kim, Dal Hyun; Jung, Sung Hak; Park, Hyun Jung; Kim, Young Hoon; Min, In Ki; US2004/2532; (2004); A1;,
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Electric Literature of 27798-60-3, 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 27798-60-3 as follows.

Example 7a 3-(2,4-Dichloro-pyrimidin-5-yl)-2-(2-methoxy-phenyl)-propionic acid methyl ester To a solution of N-isopropylcyclohexylamine (1.44 g, 10.0 mmol) (Aldrich) in dry tetrahydrofuran (20 ML) was added n-butyllithium (2.5 M in hexanes, 4.0 ML, 10.0 mmol) (Aldrich) at -78 C. under argon.After 30 minutes, a solution of 2-methoxyphenylacetic acid methyl ester (1.8 g, 10.0 mmol) (TCI-US) in tetrahydrofuran (5 ML) was added by injection via a syringe and the reaction mixture was stirred at -78 C. for another 30 minutes.To the reaction mixture was added a solution of 2,4-dichloro-5-iodomethyl-pyrimidine (1.45 g, 5.0 mmol) (from Example 1c supra) in tetrahydrofuran (5 ML) at -78 C. and the reaction mixture was stirred at the same temperature for 1 hour then slowly allowed to warm up to -30 C. and stirred for 10 minutes.The reaction mixture was diluted with ethyl acetate (100 ML) and successively washed with saturated aqueous ammonium chloride solution (100 ML), water (50 ML) and brine (50 ML), dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo.The residue was purified by flash column chromatography to give 3-(2,4-dichloro-pyrimidin-5-yl)-2-(2-methoxy-phenyl)-propionic acid methyl ester as a yellow oil. (Yield 1.40 g, 82.3%).

According to the analysis of related databases, 27798-60-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Liu, Jin-Jun; Luk, Kin-Chun; US2004/122029; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 2876-78-0, name is Methyl 1-Naphthaleneacetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: Methyl 1-Naphthaleneacetate

Methylmagnesium bromide (3 M in ether, 10 mL, 30 mmol) was added dropwise to a solution of methyl naphthalene-1-acetate (2.0 g, 10 mmol) in tetrahydrofuran (20 mL) at 0 C. under a nitrogen atmosphere. After stirring at room temperature overnight, the reaction mixtures was quenched by the addition of water. The organic fraction was washed with brine, dried over sodium sulfate and concentrated under vacuum to give crude 2-methyl-1-(naphthalene-1-yl)propan-2-ol (2.0 g) as a yellow oil, which was used directly in the next step.The crude alcohol (2.0 g, 10 mmol) was dissolved in acetonitrile (10 mL) and concentrated sulfuric acid (4.9 g, 50 mmol) was added dropwise at 0 C. After stirring at room temperature for 2 hours, the reaction mixture was diluted with water and extracted with dichloromethane. The combined organic fractions were dried over sodium sulfate and evaporated. The residue was purified by silical gel column chromatography (petroleum ether/ethyl acetate) to give N-(2-methyl-1-(naphthalene-1-yl)propan-2-yl)acetamide (0.90 g, 37% yield) as a yellow solid.Concentrated hydrochloric acid (10 mL) was added to a solution of the intermediate acetamide (0.20 g, 0.83 mmol) in dioxane (2 mL) and the resulting mixture was refluxed for 3 days. After cooling to room temperature, the reaction mixture was basified to pH 9 by the addition of solid sodium bicarbonate. The mixture was extracted with ethyl acetate and the combined organic fractions were dried over sodium sulfate and concentrated to give crude 2-methyl-1-(naphthalene-1-yl)propan-2-amine (0.15 g, 23% yield) as a yellow oil, which was used without further purification.The crude amine (153 mg, 0.25 mmol), compound 1 (48 mg, 0.13 mmol) and potassium carbonate (36 mg, 0.25 mmol) were taken up in dioxane (2 mL) and heated to reflux overnight. The reaction mixture was concentrated under vacuum and the residue was purified by prep-HPLC to give compound A27 (16 mg, 23% yield) as a white solid: >99.5% purity (HPLC); MS m/z: 530.3 (M+1); 1H NMR (CDCl3, 500 MHz) delta 8.29 (d, J=8.0 Hz, 1H), 8.15 (d, J=7.0 Hz, 1H), 7.88 (d, J=6.5 Hz, 2H), 7.77 (d, J=8.0 Hz, 1H), 7.56 (t, JHF=54.0 Hz, 1H), 7.48 (m, 2H), 7.39 (m, 3H), 7.27 (d, J=7.0 Hz, 1H), 5.29 (s, 1H), 4.02-3.73 (m, 8H), 3.66 (s, 2H), 1.54 (s, 6H) ppm

The synthetic route of 2876-78-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pathway Therapeutics Inc.; US2012/252802; (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. 346603-63-2, name is Methyl 2-methyl-3-(trifluoromethyl)benzoate, A new synthetic method of this compound is introduced below., SDS of cas: 346603-63-2

To a mixture of methyl 2-methyl-3-(trifluoromethyl)benzoate (15 g, 73.34 mmol) in acetic acid (100 mL) were added HNO3 (46 g) and bromine (12.8 g, 80.10 mmol). Then AgN03 (16.1 g, 2.5M in water) was added to above mixture over ~30 min. After stirred for 16 h at rt, The mixture was diluted with water. General Work-up Procedure 1 was followed. The residue was purified by Chromatography A to afford the title compound (14.0 g, 70%) as a colorless oil.

The synthetic route of 346603-63-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NURIX THERAPEUTICS, INC.; BARSANTI, Paul A.; BENCE, Neil F.; GOSLING, Jennifa; SAHA, Anjanabha; TAHERBHOY, Asad M.; ZAPF, Christoph W.; BOYLE, Kathleen; CARDOZO, Mario; MIHALIC, Jeffrey; LAWRENZ, Morgan; GALLOP, Mark; BRUFFEY, Jilliane; CUMMINS, Thomas; ROBBINS, Daniel; TANAKA, Hiroko; WANG, Chenbo; COHEN, Frederick; PALMER, Wylie; SANDS, Arthur T.; SHUNATONA, Hunter; (968 pag.)WO2019/148005; (2019); A1;,
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Reference of 141-12-8,Some common heterocyclic compound, 141-12-8, name is (Z)-3,7-Dimethylocta-2,6-dien-1-yl acetate, molecular formula is C12H20O2, 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.

General procedure: To a solution of the geranyl derivative (1.0 equiv) in acetonitrile(0.05 M) at 0 C, lithium bromide (2.0-2.4 equiv),4 A molecular sieves (1.0 mass equiv) and DIB (1.2-1.4 equiv) were added. After stirring for 5 min, the reaction mixture wasdiluted with EtOAc, filtered over alumina (EtOAc) and concentratedunder reduced pressure before purification by flash chromatography.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (Z)-3,7-Dimethylocta-2,6-dien-1-yl acetate, its application will become more common.

Reference:
Article; Peilleron, Laure; Grayfer, Tatyana D.; Dubois, Joelle; Dodd, Robert H.; Cariou, Kevin; Beilstein Journal of Organic Chemistry; vol. 14; (2018); p. 1103 – 1111;,
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. 89-91-8, name is Methyl 2,2-dimethoxyacetate, A new synthetic method of this compound is introduced below., Application In Synthesis of Methyl 2,2-dimethoxyacetate

EXAMPLE 6 2,2-Dimethoxy-N-(3,4-dimethoxybenzyl)-acetamide 16.7 g. (0.1 mole) 3,4-dimethoxybenzylamine are contacted with 13.4 g. (0.1 mole) methyl 2,2-dimethoxyacetate for 3 hours. The reaction mass solidifies. The crude product is recrystallized from about 1 liter of a light petroleum ether fraction to give 19.4 g. of 2,2-dimethoxy-N-(3,4-dimethoxybenzyl)-acetamide in the form of white needles. A sample intended for analysis is sublimed at 70 C./0.03 mm.Hg. The yield is 72% of theory. The product has a melting point of 60 C. Infrared spectroscopy (CCl4) (cm-1): 3440 (NH), 2950 (CH3), 2850 (OCH3), 1680 + 1510 (CONH), 1600, 1460, 1115 + 1070 (CO) NMR (CDCl3): 6.84 (4H, singlet, Ha); 4.72 (1H, singlet, Hb); 4.38 (2H, doublet, Hc, J=6Hz); 3.87 (6H, singlet, Hd); 3.39 (6H, singlet, He) STR11 Mass spectrum: m/e 269 (M+), 237 (–CH3 OH), 222, 206 (M* at 209), 181, 166 (amine), 151 (tropylium), 75, 47, 31 (M* at 29.5) Analysis: C13 H19 NO5 (M.W. 269.3): calculated: C 57.98%; H 7.11%; N 5.20%; found: 57.95%; 7.15%; 5.17%

The synthetic route of 89-91-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; U C B, Societe Anonyme; US4041077; (1977); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

6091-64-1, name is Ethyl 2-bromobenzoate, 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: Ethyl 2-bromobenzoate

General procedure: The following experimental procedure for the partial alkynylation of ethyl benzoate to 1,3-diphenylprop-2-yn-1-one is representative. A dry and argon-flushed flask, equipped with a magnetic stirring bar and a septum, was charged with phenyl acetylene (0.45 mL, 4.1 mmol) and THF (10 mL). After cooling to 0 C, n-BuLi (1.6 mL, 2.5 M in hexane, 4.0 mmol) was added dropwise and stirred for 1 h at room temperature. To the reaction mixture was slowly added morpholine (0.08 mL, 1.0 mmol) and stirred for 30 min at 0 C. Then, ethyl benzoate (0.14 mL, 1.0 mmol) was added and the mixture was stirred for 6 h again. The reaction was stopped by aqueous NH4Cl (aq) (10 mL) and extracted with diethyl ether (2 * 10 mL). The combined organic layers were dried over MgSO4, filtered, and concentrated under reduced pressure. Purification of the residue by column chromatography on silica gel yielded 1,3-diphenylprop-2-yn-1-one (175 mg, 85%). All products in Table 2 were confirmed by comparison with NMR data reported of authentic sample.7

The synthetic route of 6091-64-1 has been constantly updated, and we look forward to future research findings.

Reference:
Note; Shin, Won Kyu; Kim, Yu Ri; Im, So Hee; Jaladi, Ashok Kumar; Gundeti, Shankaraiah; An, Duk Keun; Bulletin of the Korean Chemical Society; vol. 39; 5; (2018); p. 683 – 686;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 29263-94-3, 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 29263-94-3 as follows.

A. To a solution of 2-amino-5-nitrophenol (6.00 g, 0.0326 mol) in 80 mL of DMF was added diethyl 2-bromo-2-methyl malonate (6.2 mL, 0.0326 mol) and potassium fluoride (4.74 g, 0.0815 mol). The reaction mixture was heated at 60 C. for 6 hours. Water was added to quench the reaction and the reaction mixture was extracted with EtOAc. The combined organic fractions were dried over MgSO4, filtered and the filtrate was concentrated to dryness. The residue was purified by chromatography (silica with hexanes and ethyl acetate) to afford 2-methyl-6-nitro-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazine-2-carboxylic acid ethyl ester.

According to the analysis of related databases, 29263-94-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Calvo, Raul R.; Cheung, Wing S.; Player, Mark R.; US2006/116368; (2006); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics