Tag: M.W=200-300

Electric Literature of 3044-06-2,Some common heterocyclic compound, 3044-06-2, name is Diethyl 2-(1-ethoxyethylidene)malonate, molecular formula is C11H18O5, 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: Diethyl ethoxymethylenemalonate (4.6mmol) were add to a solution of sodium hydride (9.7mmol) and compound 14a-l (4.2mmol) in ethanol (20mL), the reaction mixture was stirred at 80C for 2h. After the reaction completed, the mixture was added 10mL 6M hydrochloric acid and stirred for 0.5h, then the precipitate was collected by filtration. The resulting residue was recrystallized from ethanol to yield ethyl 2-(4-alkoxyphenyl-3-cyano)-6-oxo-1,6-dihydropyrimidine-5-carboxylate(15a-l).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Diethyl 2-(1-ethoxyethylidene)malonate, its application will become more common.

Reference:
Article; Mao, Qing; Dai; Xu, Gaoyang; Su, Yu; Zhang, Bing; Liu, Dan; Wang, Shaojie; European Journal of Medicinal Chemistry; vol. 181; (2019);,
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Reference of 314298-22-1, The chemical industry reduces the impact on the environment during synthesis 314298-22-1, name is Methyl 5-bromo-4-fluoro-2-methoxybenzoate, I believe this compound will play a more active role in future production and life.

Step 3: Cool in ice a solution of the product of Step 2 (1.15 g, 4.1 mmol) in THF (15 ml). Add dropwise BH3.Me2S (2.0M in THF, 4.2 ml, 8.4 mmol). Heat at 60 C. 18 h, allow to cool, quench with methanol, concentrate and partition with EtOAc and sat. NaHCO3. Wash with water, then brine, dry (MgSO4) and concentrate to obtain the alcohol as a yellow oil.

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 5-bromo-4-fluoro-2-methoxybenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Schering Corporation; US2004/220194; (2004); 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. 955887-09-9, name is tert-Butyl 4-bromo-2,6-difluorobenzoate, A new synthetic method of this compound is introduced below., Recommanded Product: tert-Butyl 4-bromo-2,6-difluorobenzoate

To tert-butyl 4-bromo-2,6-difluorobenzoate (1.47 g, 5.00 mmol), DMA (10 ml), copper(I) chloride (990 mg, 10.0 mmol), triethylamine (1.74 ml, 12.5 mmol), and TMSN3 (1.32 ml, 10.0 mmol) were added, followed by stirring at 100 C. for 16 hours. To the reaction liquid, water was added, followed by extraction with ethyl acetate (10 ml¡Á3). After concentration under reduced pressure, the residue was purified by reversed-phase HPLC (H2O containing 0.1% TFA/CH3CN system), followed by freeze-drying, to obtain a TFA salt (810 mg, 71%) of the title compound. [1075] MS (ESI) m/z 230 (M+H)+

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; AJINOMOTO CO., LTD.; Ueno, Hirokazu; Yamamoto, Takashi; Takashita, Ryuta; Yokoyama, Ryohei; Sugiura, Toshihiko; Kageyama, Shunsuke; Ando, Ayatoshi; Eda, Hiroyuki; Eviryanti, Agung; Miyazawa, Tomoko; Kirihara, Aya; Tanabe, Itsuya; Nakamura, Tarou; Noguchi, Misato; Shuto, Manami; Sugiki, Masayuki; Dohi, Mizuki; US2015/51395; (2015); 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. 82702-31-6, name is Methyl 3-bromo-4-fluorobenzoate, A new synthetic method of this compound is introduced below., Safety of Methyl 3-bromo-4-fluorobenzoate

Cesium carbonate (3.1 g, 9.6 mmol) was added to 4-fluoro-2,6-dimethylphenol (0.9 g, 6.4 mmol) and methyl 3-bromo-4-fluorobenzoate (1.57 g, 6.7 mmol) ) in a solution of dimethyl sulfoxide (10 mL). The reaction mixture was stirred at 80 C for 12 hr, then cooled to room temperature, then water (50mL), ethyl acetate (50mL*2). The organic phase was washed with brine (25 mL*4) and evaporated to dryness. The crude product was separated by column ( petroleum ether: ethyl acetate = 20:1) to give methyl 3-bromo-4-(4-fluoro-2,6-dimethylphenoxy) benzoate (1.4 g, 3.97 mmol , molar yield 62%).

The synthetic route of 82702-31-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Hansen Bio-pharmaceutical Technology Co., Ltd.; Jiangsu Haosen Pharmaceutical Group Co., Ltd.; Sun Changan; Zhang Xiaoyu; Chen Gangsheng; Zong Shumin; (45 pag.)CN109836385; (2019); A;,
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Adding a certain compound to certain chemical reactions, such as: 252881-74-6, name is tert-Butyl 3-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)propanoate, 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 252881-74-6, Product Details of 252881-74-6

Example 32Step 1: ( 15R,19R)-tert-butyl 15-(((( 9H-fluoren-9-yl)methoxy)carbonyl)amino)-19-( dodecyloxy)-14- oxo-4, 7, 10,21 -tetraoxa-17-thia-13-azatritriacontan-l-oate[000538] To a solution of (?)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(((?)-2,3- bis(dodecyloxy)propyl)thio)propanoic acid (1 eq, from example 20, step 5) and HBTU (1.2 eq) inDCM (0.06 M) was added DIEA (3.5 eq), followed by teri-butyl 3-(2-(2-(2- aminoethoxy)ethoxy)ethoxy)propanoate (1.2 eq). The reaction was stirred at room temperature for2 hours. The crude mixture was purified by flash chromatography on a COMBIFLASH system(ISCO) using 0-5% MeOH/DCM to give the title product as a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl 3-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)propanoate, and friends who are interested can also refer to it.

Reference:
Patent; IRM LLC; WU, Tom Yao-Hsiang; ZOU, Yefen; HOFFMAN, Timothy Z.; PAN, Jianfeng; WO2011/119759; (2011); A1;,
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Related Products of 56441-97-5,Some common heterocyclic compound, 56441-97-5, name is Methyl 4-(benzyloxy)-3-methoxybenzoate, molecular formula is C16H16O4, 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.

4.1.4 Methyl 4-benzyloxy-5-methoxy-2-nitrobenzoate (12) To a suspension of intermediate 11 (10.1 g, 37 mmol) in AcOH (100 mL) was slowly added 70% HNO3 (20 mL). Subsequently, the mixture was heated to 50 C for 5 h, then cooled to room temperature and poured into ice water (500 mL). After stirring for 1 h, the resulting precipitate was filtered off, washed with water and dried to obtain the nitro compound 12 as a white solid. Yield: 86%, mp: 126-128 C.

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-(benzyloxy)-3-methoxybenzoate, its application will become more common.

Reference:
Article; Cheng, Weiyan; Yuan, Youting; Qiu, Ni; Peng, Peng; Sheng, Rong; Hu, Yongzhou; Bioorganic and Medicinal Chemistry; vol. 22; 24; (2014); p. 6796 – 6805;,
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Reference of 56441-97-5, 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. 56441-97-5, name is Methyl 4-(benzyloxy)-3-methoxybenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

REFERENCE EXAMPLE 15 Methyl 5-methoxy-2-nitro-4-(benzyloxy) benzoate Nitric acid (27 mL of a 70% solution) was added dropwise to a suspension of methyl 3-methoxy-4-(benzyloxy) benzoate (14.5 g, 53.0 mmol) in 150 mL of acetic acid. The mixture was stirred at room temperature for 15 minutes and then was heated at 50 C. for 4 hours. The reaction was cooled to room temperature and poured into ice. The precipitate was collected by filtration, washed with water and dried to provide 16.4 g of methyl 5-methoxy-2-nitro-4-(benzyloxy) benzoate as an off-white solid, mp 104-105 C.; MS (ES) m/z 318.1 (M+1). Analysis for C16H15NO6: Calcd: C, 60.57;H, 4.76; N, 4.41. Found: C, 60.39;H, 4.70; N, 4.28.

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-(benzyloxy)-3-methoxybenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; American Home Products Corporation; US2002/26052; (2002); 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. 251458-15-8, name is Methyl 2-(3-bromophenyl)-2-methylpropanoate, A new synthetic method of this compound is introduced below., COA of Formula: C11H13BrO2

To a solution of ester from step 1 in THF-MeOH (4: 1,0. 5M) was added LIOH (3 eq, 2M) and the mixture was stirred at 50C for 1h. The organic solvent evaporated, aqueous was acidified with HCl IN and the acid extracted with EtOAc (3X). The organic was washed with brine, dried and solvent evaporated to afford the acid.

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 & CO.; WO2004/48374; (2004); 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. 4131-74-2, name is Dimethyl 3,3-Thiodipropionate, A new synthetic method of this compound is introduced below., Recommanded Product: Dimethyl 3,3-Thiodipropionate

Preparation example 1: Methyl 4-oxotetrahydrothiopyrane-3-carboxylate A solution (100 ml) of dimethyl 3,3′-thiodipropionate (8.25 g) in anhydrous tetrahydrofuran was added with sodium hydride (2.11 g) and heated under reflux for 5 hours. The reaction mixture was cooled, then added with acetic acid (8 ml), poured into water, and extracted with ether. The organic layer was dried over anhydrous magnesium sulfate and then evaporated under reduced pressure to obtain the above-titled product.

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

Reference:
Patent; Meiji Seika Kaisha, Ltd.; EP1142881; (2001); A1;,
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Synthetic Route of 91-44-1, 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 91-44-1 as follows.

To a 50 mL round bottom flask containing acetonitrile (20 mL) was added 7-(diethylamino)-4-methylcoumarin (1.01 g, 4.37 mmol). Then N-bromosuccinimide (0.86 g, 4.8 mmol) was added in portions. After stirring at room temperature for 23 h, the reaction mixture was poured into water after the reaction was completed. The organic phase was extracted three times with ethyl acetate and dried over anhydrous sodium sulfate. The solvent was removed by evaporation to give a yellow powder.

According to the analysis of related databases, 91-44-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sun Yat-sen University; Song Huacan; Cao Wenyan; Song Senchuan; Liu Jiarong; (18 pag.)CN109574942; (2019); A;,
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