Month: August 2021

Adding a certain compound to certain chemical reactions, such as: 756525-95-8, name is tert-Butyl 9-Amino-4,7-dioxanonanoate, 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 756525-95-8, Recommanded Product: 756525-95-8

[00584] To a 0.14M solution of carboxylic acid (1.0 equiv) in DCM was added HATU (1.5 equiv) and DIPEA (3.0 equiv). The mixture was stirred for 1 h, then amino-PEG-ester (1.0 equiv) was added. The reaction was allowed to stir until consumption of carboxylic acid, as indicated by LCMS. The mixture was poured into H2O and the aqueous phase was extracted with DCM. The combined organic phases were washed with brine, dried with anhydrous Na2S04, filtered and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel chromatography to afford the product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl 9-Amino-4,7-dioxanonanoate, and friends who are interested can also refer to it.

Reference:
Patent; REVOLUTION MEDICINES, INC.; SEMKO, Christopher; PITZEN, Jennifer; WANG, Gang; TIBREWAL, Nidhi; AGGEN, James Bradley; THOTTUMKARA, Arun P.; BURNETT, G. Leslie; GLIEDT, Micah James Evans; KISS, Gert; WON, Walter; LEE, Julie Chu-li; GILL, Adrian Liam; (538 pag.)WO2018/204416; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Some common heterocyclic compound, 36076-26-3, name is Diethyl 2,2-(1,4-phenylene)diacetate, molecular formula is C14H18O4, 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. COA of Formula: C14H18O4

1-1 Ethyl 2-nitrobenzene-1,4-diacetate A solution of ethyl benzene-1,4-diacetate (CAS Reg. No. 36076-26-3) (14.0 g; 55.937 mmol) prepared in accordance with JP-A 57-183740 in conc. sulfuric acid (28 ml) was cooled with ethanol/dry ice, and 90% nitric acid (4.0 g; 57.134 mmol) was added dropwise thereto at -5 to 10 C. After 10 min., the reaction solution was added dropwise to a solution of ethyl acetate (140 ml) in ice-water (140 ml). Then, the organic layer was separated and washed with water, a saturated aqueous sodium bicarbonate and brine, followed by adding anhydrous magnesium sulfate and activated charcoal thereto. After filtering, the solvent was removed, to give the title compound (yield: 16.16 g, 54.726 mmol, 97.8%). m.p.: 50-51 C.; 1H-NMR(400 MHz, CDCl3) delta (ppm); 1.27 (3H, t, J=7.1 Hz) 1.28 (3H, t, J=7.1 Hz), 3.70 (2H, s), 4.00 (2H, s), 4.17 (2H, q, J=7.1 Hz), 4.18 (2H, q, J=7.1 Hz), 7.32 (1H,d, J=7.9 Hz), 7.53 (1H, dd, J=7.9, 1.5 Hz), 8.05 (1H, d, J=1.5 Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 36076-26-3, its application will become more common.

Reference:
Patent; Eisai Co., Ltd.; US6573384; (2003); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 64123-77-9, name is Methyl 2-(3-fluorophenyl)acetate, 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 64123-77-9, Application In Synthesis of Methyl 2-(3-fluorophenyl)acetate

Compound 16 (5 g, 22.92 mmol, 1.0 eq.) Was dissolved in 50 mL of tetrahydrofuran in a 250 mL round bottom flask, LDA (17.19 mL, 34.38 mmol, 1.5 eq.) was added at minus 78 C and stirred at low temperature for 1 hour. To the above reaction system, a tetrahydrofuran solution (50 mL) of compound 15 (3.44 g, 22.92 mmol, 1.0 eq.) was slowly added dropwise. After the dropwise addition, the mixture was stirred at low temperature for 3 hours. Saturated aqueous NH4Cl, quenched with ethyl acetate (40 mL x 3). The combined organic phases were washed with saturated brine (50 mL x 2). The organic phase was dried, dried and purified on a silica gel column (PE: EA = 20: 1) to give a yellow oil 17 (1.0 g, yield: 11.8%).

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 2-(3-fluorophenyl)acetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shanghai Yaoming Kant, Immanuel New Drug Development Co., Ltd.; Wu Xiangyang; Wang Fei; Ao Zhiyong; Yang Kanghui; Wan Shuangyi; Wang Lijuan; (24 pag.)CN106478590; (2017); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 106614-28-2, name is Methyl 2,4-difluorobenzoate, This compound has unique chemical properties. The synthetic route is as follows., Formula: C8H6F2O2

To the stirred and cooled (-78 C) solution of 3,4-difluoroacetophenone (1 g, 6.404mmol) in diethyl ether (10 mL) was added methyl magnesium bromide (3M in ether,1.9 mL, 6.405 mmol). The reaction mixture was allowed to gradually warm up to RTand stirred for 18 h. The reaction mixture was diluted with saturated ammoniumchloride solution (50 mL) and extracted with ethyl acetate (2 x 50 mL). The combinedorganic layers were washed with water (2 x 50 mL) and brine (50 mL) and dried overanhydrous sodium sulfate. The solvent was concentrated under reduced pressure andthe residue obtained was purified by silica gel column chromatography to yield 542 mg of the title product as semi-solid; The title compound was prepared by the reaction of methyl 2,4-difluorobenzoate (2.0 g, 13.878 mmol) and methyl magnesium bromide (3M in ether, 11.5 mL) in diethyl ether (20 mL) as per the process described in step 1 of Intermediate 1 to yield 1.25 g of the product as a liquid. ?H NMR (300 MHz, DMSO-d6) oe 1.43 (s, 6H), 5.31 (s, 2H),6.98-7.13 (m, 2H), 7.57-7.65 (m, 1H)

According to the analysis of related databases, 106614-28-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; CHAUDHARI, Sachin Sundarlal; THOMAS, Abraham; KADAM, Ashok Bhausaheb; DHONE, Sachin Vasantrao; ADIK, Bharat Gangadhar; KHAIRATKAR-JOSHI, Neelima; SHAH, Daisy Manish; BAJPAI, Malini; WO2015/159233; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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, name: Methyl Phenylpropiolate

General procedure: A 25 mL Schlenk tube equipped with a magnetic stirringbar was charged with I2 (12.7 mg, 0.05 mmol), substituted thiol1 (0.5 mmol) and alkyne 2 (0.75 mmol). The tube was evacuatedtwice and backfilled with nitrogen, and DTBP (2.5 mmol)was added into the tube under nitrogen atmosphere. The tubewas sealed with a balloon and the mixture was stirred undernitrogen atmosphere at 110 C for 18 h. Upon completion of thereaction, the resulting solution was cooled to r.t., and thesolvent was removed with the aid of a rotary evaporator. Theresidue was purified by column chromatography on silica gel(PE-EtOAc) to give 3.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Yan, Kelu; Yang, Daoshan; Zhang, Mengqi; Wei, Wei; Liu, Yao; Tian, Laijin; Wang, Hua; Synlett; vol. 26; 13; (2015); p. 1890 – 1894;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 3650-78-0, 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. 3650-78-0, name is Methyl 3-(4-bromophenyl)acrylate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(R)-3-oxo hexahydroimidazo[1,5-a]pyrazine-7(1H)-carboxylic acid tert-butyl ester (1.80 g, 7.46 mmol),Methyl 4-bromocinnamate (2.0 g, 8.3 mmol),Palladium acetate (84 mg, 0.37 mmol),2-di-tert-butylphosphino-2′,4′,6′-triisopropylbiphenyl (320 mg, 0.75 mmol) andCesium carbonate (3.65g, 11.2mmol)Soluble in 1,4-dioxane (20 mL),The reaction was stirred at 100 C for 12 h under a nitrogen atmosphere.Cool to room temperature, filter, filter cake washed with dichloromethane (100 mL),The residue was purified by silica gel column chromatography (PE/EA (V/V)=3/1).The title compound was obtained as a white solid (1.95 g, 65.1%).

The synthetic route of Methyl 3-(4-bromophenyl)acrylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Liu Xinchang; Ren Qingyun; Yan Guanghua; S ·geerdeman; Zhang Yingjun; (200 pag.)CN109678859; (2019); A;,
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. 99548-55-7, name is Methyl 4-bromo-2-methylbenzoate, A new synthetic method of this compound is introduced below., Computed Properties of C9H9BrO2

To a solution of NBS (38.8 g, 218 mmol) and methyl 4-bromo-2-methylbenzoate (50.0 g, 218 mmol) in CC14 (1.00 L) was added AIBN (3.58 g, 21.8 mmol) and the solution was stirred for 16 hours at reflux. The reaction was cooled to ambient temperature, quenched by addition of water (300 mL), and the organic layers were dried over sodium sulfate, filtered and concentrated in vacuo. The residue was purified by silica chromatography, eluting with hexanes: ethyl acetate (100: 1) to afford the title compound as a solid. 1H NMR (300 MHz, CDCI3) delta 7.81 (d, / = 8.4 Hz, 1H), 7.63 (m, 1H), 7.51 (d, / = 8.4 Hz, 1H), 4.90 (s, 2H), 3.94 (s, 3H).

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 SHARP & DOHME CORP.; CHILDERS, Matthew Lloyd; FULLER, Peter; GUERIN, David; KATZ, Jason David; PU, Qinglin; SCOTT, Mark E.; THOMPSON, Christopher F.; MARTINEZ, Michelle; FALCONE, Danielle; TORRES, Luis; DENG, Yongqi; KURUKLASURIYA, Ravi; ZENG, Hongbo; BAI, Yunfeng; KONG, Norman; LIU, Yumei; ZHENG, Zhixiang; WO2014/146491; (2014); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 18595-18-1, 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. 18595-18-1, name is Methyl 3-amino-4-methylbenzoate, This compound has unique chemical properties. The synthetic route is as follows.

5-Amino-2-bromo-4-methyl-benzoic acid methyl ester (69B): Following a similar procedure reported in J. Med. Chem. 1999, 42, 3701, 5-amino-2-bromo-4-methyl-benzoic acid methyl ester was prepared from methyl 3-amino-4-methylbenzoate in 77% yield. 1H-NMR (500 MHz, CDCl3).7.34 (s, 1H), 7.16 (s, 1H), 3.90 (s, 3H), 3.74 (br s, 2H), 2.19 (s, 3H).

The chemical industry reduces the impact on the environment during synthesis Methyl 3-amino-4-methylbenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Bhisetti, Govinda R.; Saunders, Jeffrey O.; Murcko, Mark A.; Lepre, Christopher A.; Britt, Shawn D.; Come, Jon H.; Deininger, David D.; Wang, Tianshang; US2003/95958; (2003); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 426-65-3, 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. 426-65-3, name is Ethyl Pentafluoropropionate, This compound has unique chemical properties. The synthetic route is as follows.

Step A: 1 -Ethoxy-2,2,3,3,3-pentafluoro-propan-1 -olEthyl 2,2,3,3,3-pentafluoropropionate (10.99 grams, 57.2 mmol) was dissolved in anhydrous methanol (57 ml) and cooled under argon to 6O0C. Sodium borohydride (2.16 grams, 57.2 mmol) was added in four portions. After the addition was complete, stirring was continued for one hour and the temperature was held below -45C. The mixture was cooled to -60C and 1M hydrochloric acid (172 ml) was added dropwise so that the temperature remained below -45C. The mixture was slowly warmed to room temperature and extracted with diethylether (3×100 ml). The combined organic phases were washed with water (two times), dried over magnesium sulfate, the solvent was removed under reduced pressure. 9.76 g (50.3 mmol, 88%) were obtained and used directly in the next step.

The chemical industry reduces the impact on the environment during synthesis Ethyl Pentafluoropropionate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; INTERVET INTERNATIONAL B.V.; INTERVET INC.; BERGER, Michael; ECK, Marko; KERN, Christopher; WO2013/144179; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 2150-38-1, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 2150-38-1 name is Methyl 3,4-dimethoxybenzoate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Stage A. Methyl 3,4-dimethoxy-6-nitro-benzoate In a 2 liter flask equipped with an agitator, there are introduced 560 ml of 40% nitric acid, then 144 g (0.74 mole) of methyl 3,4-dimethoxy benzoate. Agitation is maintained at room temperature. Little by little, the liquid becomes thicker and at the end of four hours there is obtained a thick paste. It is allowed to stand overnight. The nitric derivative is diluted with a little water, drained and washed with water until neutralized. There are obtained 144 g (yield: 81%) of methyl 3,4-dimethoxy-6-nitro-benzoate. (m.p.: 143-144C).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 3,4-dimethoxybenzoate, and friends who are interested can also refer to it.

Reference:
Patent; Societe d’Etudes Scientifiques et Industrielles de l’Ile-de-France; US3954748; (1976); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics