Tag: M.W=100-200

Related Products of 89-71-4, A common heterocyclic compound, 89-71-4, name is Methyl 2-methylbenzoate, molecular formula is C9H10O2, 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.

Placed in a 20L reaction vessel was petroleum ether, o-methyl benzoate, N- bromosuccinimide. Use a water bath to control temperature at 15 deg.C. Under stirring, react for 2.5h. Using known separation methods, separated o halomethyl benzoate.

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; Suzhou Huanghe Pharmaceutical Co., Ltd.; Su, Zixuan; Qu, Xiaoming; Xiao, Zuhua; (16 pag.)CN105330639; (2016); A;,
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Related Products of 344-14-9, 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. 344-14-9, name is Dimethyl 2-fluoromalonate, This compound has unique chemical properties. The synthetic route is as follows.

Dimethyl 2-fluoromalonate (77.00g, 0.80mol, 2.0eq.) Was dissolved in 1L of tetrahydrofuran, cooled to -40 , 1M NaHMDS tetrahydrofuran solution (800mL, 0.80mol, 2.0eq. ), After stirring for 1h, add 400mL of a compound of formula (50g, 0.40mol, 1.0eq.) In tetrahydrofuran solution 400mL, return to room temperature after completion of the dropwise reaction for 2h, add 500mL of saturated ammonium chloride aqueous solution to separate, organic The phase was washed with saturated brine, dried, concentrated, column chromatography (petroleum ether / ethyl acetate), and concentrated to obtain 99.7 g of the compound of formula III, with a yield of 45.1%.

The chemical industry reduces the impact on the environment during synthesis Dimethyl 2-fluoromalonate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Nanjing Furunkaide Bio-pharmaceutical Co., Ltd.; Zhang Leiliang; Xu Feng; (16 pag.)CN110963955; (2020); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 2065-23-8, name is Methyl 2-phenoxyacetate, 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 2065-23-8, HPLC of Formula: C9H10O3

General procedure: An aqueous CH3CN solution (CH3CN54 ml, H2O 6 ml) of N-Boc Val-OMe1a (0.6 mmol, 10 mM), phenanthrene(0.6 mmol, 10 mM), 1,4-dicyanobenzene (0.6 mmol, 10 mM) and NaOH (3 mmol, 50 mM)in three Pyrex vessels (18 mm x 180 mm) was purged with argon for 10 min andadded by acrylonitrile 2a (0.6 mmol,10 mM) under argon atmosphere. The mixture was heated by water bath at 40 for 2h and irradiated with a 100-W high-pressure mercury lamp for 3 h at roomtemperature. Then the mixture was evaporated, and the resulting residue wasdissolved in EtOAc and washed with water, dried over Na2SO4,and concentrated under reduced pressure. The product was purified by silica gelcolumn chromatography using hexane and EtOAc as eluents to give adduct 3a

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; Saito, Hikaru; Kanetake, Takayuki; Osaka, Kazuyuki; Maeda, Kousuke; Morita, Toshio; Yoshimi, Yasuharu; Tetrahedron Letters; vol. 56; 13; (2015); p. 1645 – 1648;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 2216-92-4, A common heterocyclic compound, 2216-92-4, name is N-Phenylglycine Ethyl Ester, molecular formula is C10H13NO2, 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.

EXAMPLE 2 Ethyl alpha-(N-pyrrolyl)-phenylacetate 52.8 g (0.24 mole) of ethyl phenylglycinate were dissolved in 136 ml of glacial acetic acid. Thereafter 39 g (0.24 mole) of 2,5-diethoxytetrahydrofuran were added over 10-15 minutes with stirring. The mixture was heated under reflux for one hour. After this time had elapsed, the mixture was allowed to cool and the major portion of the acetic acid was drawn off under reduced pressure. Finally, the residue was distilled under vacuum and the fraction distilling out at 115-118 C. at 0.2 mm Hg was collected. The product obtained was first a colourless oil which crystallized on cooling, adopting a waxy aspect and weighing 46.5 g (70%). M.p. 51-53 C. Centesimal composition: 73.31% C.; 6.08% N; 6.53% H. The IR spectrum in 0.5% KBr is illustrated in FIG. 1.

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; Antibioticos, S.A.; US4563477; (1986); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 23786-14-3, 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. 23786-14-3, name is Methyl 4-methoxyphenylacetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: The methyl arylacetate (1 equiv.) and p-ABSA (1.3 equiv.) were dissolved in acetonitrile and cooled to 0 C using an ice bath under an argon atmosphere. 1,8-Diazabicycloundec-7-ene (DBU, 1.3 equiv.) was then added to the stirring mixture over the course of 5 minutes. After the addition of the DBU, the reaction mixture continued to stir at 0 C for an additional 15 minutes. Once this allotted time had passed, the ice bath was removed and the reaction mixture was stirred for 24 hours at room temperature. The resulting orange solution was quenched with saturated NH4Cl and the aqueous layer was extracted with diethyl ether (3x). The organic layer was then washed with deionized H2O to remove any residual salts. The combined organic layers were dried over MgSO4 and filtered. The organic layer was then concentrated under reduced pressure. The residue was purified via flash chromatography on silica gel (10:1 Hexanes:EtOAc).

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-methoxyphenylacetate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Chepiga, Kathryn M.; Qin, Changming; Alford, Joshua S.; Chennamadhavuni, Spandan; Gregg, Timothy M.; Olson, Jeremy P.; Davies, Huw M.L.; Tetrahedron; vol. 69; 27-28; (2013); p. 5765 – 5771;,
Ester – Wikipedia,
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106-65-0, name is Dimethyl succinate, 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. Quality Control of Dimethyl succinate

EXAMPLE 26 Methyl alpha-Formylsuccinate, FIG. 1(26a) In a modification of the procedure of Fissekis and Sweet, Biochemistry 1970, 9, 3136-42, sodium methoxide (40.5 g, 0.75 mol) was suspended in dry ether (500 ml) and stirred under nitrogen at 0 C. A mixture of dimethylsuccinate (65.4 ml, 0.50 mol) and methylformate (123 ml, 2.00 mol) was added dropwise over 30 min. The reaction mixture was stirred at 0 C. for 2 hours and then at room temperature overnight. Subsequently, the reaction mixture was evaporated to a viscous brown residue which was washed once with petroleum ether and then dissolved in 3 M hydrochloric acid (160 ml). This solution was made weakly acidic with concentrated hydrochloric acid and then extracted with dichloromethane (4*250 ml). The organic phase was dried (MgSO4), filtered and evaporated under reduced pressure. The resulting residue was distilled in a kugelrohr apparatus at 60 C. and 0.6 mBar yielding 52.3 g of a mixture of the title compound and dimethyl succinate in the molar ratio 80:20 (determined by NMR) as a colorless oil. This mixture can be used directly in the following preparation. The product can be isolated free of dimethyl succinate by exchanging the extraction with dichloromethane with a continuous extraction with diethyl ether. However, in our hands this reduced the yield to 34%. Fissekis and Sweet, ibid, had reported a 62% yield. 1H-NMR (DMSO-d6/TMS): delta=3.20 (s, 2H, CH2); 3.59 (s, 3H, OMe); 3.61 (s, 3H, OMe); 7.73 (s, 1H, CHOH); 10.86 (br s, 1H, CHOH). 13C-NMR (DMSO-d6/TMS): delta=28.9 (CH2); 51.0 (OMe); 51.6 (OMe); 102.1 (C=CHOH); 156.6 (CHOH); 168.3 (COO); 171.7 (COO).

The synthetic route of 106-65-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ISIS Pharmaceuticals, Inc.; Perseptive Biosystems, Inc.; US6451968; (2002); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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 35418-07-6 as follows. Recommanded Product: Methyl 3-(4-aminophenyl)propanoate

General procedure: To a solution of 3a (1 g) in ethanol was added Pd/C (5%, 0.1 g) and the mixture was stirred for 24 hrs at room temperature in a hydrogen atmosphere under atmospheric pressure. Insoluble matters were removed using Celite, and the filtrate was concentrated in vacuo to give the desired product 4a (0.76 g) as a yellow solid. To a solution of carboxylic acid (1 equiv) in CH2Cl2 (15 mL) at 0 C was added DMAP (1 equiv) and EDCI (1 equiv). The reaction mixture was stirred at 0 C for 45 minutes. At this time 4a (1 equiv) was added and the mixture was warmed to room temperature and stirred overnight. The resulting mixture was concentrated in vacuo, partitioned between 1.0 M HCl (20 ml) and ethyl acetate (3¡Á20 mL). The combined organic layers were washed with brine (2 ¡Á 15 ml), dried over Na2SO4, filtered and concentrated in vacuo. The crude residue was purified by silica gel chromatograph using a mixture of petroleum ether/ethyl acetate (20 : 5, v/v) as eluent to afford the product as a white solid. To a solution of the obtained solid (1 equiv) in 2:3:1 THF/MeOH/H2O (18 ml) was added LiOH¡¤H2O (1.5 equiv). After stirring at room temperature for 4 h, the volatiles were removed under reduced pressure. The residue was acidified with 1N hydrochloric acid solution, and then filtered and the filter cake was washed with 5 mL of water, dried in vacuum to afford a white powder. Recrystallization from 75% EtOH gave the desired compounds 2-17 as white solid.

According to the analysis of related databases, 35418-07-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Yang, Jianyong; Li, Zheng; Li, Huilan; Liu, Chunxia; Wang, Nasi; Shi, Wei; Liao, Chen; Cai, Xingguang; Huang, Wenlong; Qian, Hai; Bioorganic and Medicinal Chemistry; vol. 25; 8; (2017); p. 2445 – 2450;,
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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. 35180-01-9, name is Chloromethyl isopropyl carbonate, A new synthetic method of this compound is introduced below., Formula: C5H9ClO3

Tenofovir (60 g, 0.209 mol) was placed in a 500 ml four-necked flask.250 g of N-methylpyrrolidone, and triethylamine (62.3 g, 0.617 mol) was added with stirring.Additional tetrabutylammonium bromide (40.25 g, 0.125 mol) was added.Warming up to 50 C,At this temperature, chloromethyl isopropyl carbonate (63.5 g, 0.418 mol) was added dropwise.Investment,Keep warm for 5 to 10 hours,After the end of the heat preservation, after extracting twice with n-heptane 250 ml¡Á2, the water was separated into 480 g of purified water, and extracted three times with isopropyl acetate 240 g+120 g+120 g, and the isopropyl acetate solution was combined and washed twice with an aqueous solution of 180 g¡Á2. , concentrated to dryness under reduced pressure at 40 C, 60 g of isopropanol, 40 CConcentrated to dryness under reduced pressure, adding 100 g of isopropanol, heating and dissolving, cooling to -10 to -20 C, adding 0.5 g of seed crystals, keeping for 2-8 hours, suction filtration,The wet product was dried at 40 C under reduced pressure to obtain tenofovir (99.28 g).Yield 91.5%The purity is 98.3%.

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

Reference:
Patent; Zhejiang Jiuzhou Pharmaceutical Co., Ltd.; Ye Meiqi; Xu Jiankang; Wu Hao; Chen Linguo; Ye Kai; (17 pag.)CN104974188; (2019); B;,
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. 924-99-2, name is Ethyl 3-(dimethylamino)acrylate, A new synthetic method of this compound is introduced below., category: esters-buliding-blocks

Example 3Reaction with 4 Molecular Sieve245 g (1.71 mole) of N,N-dimethylamino-ethyl-acrylate, 183.3 g (1.71 mole) of 2-ethylpyridine, 1.5 L of toluene and 250 g of 4 molecular sieves (that are UOP type 4 beads purchased from the Fluka Company) were added sequentially to a 5-liter reaction vessel. Then, nitrogen was introduced to the reaction vessel, an operation temperature in the reaction vessel was lowered to -10 C. and N,N-dimethylamino-ethyl-acrylate, 2-ethylpyridine and toluene were stirred for 10 minutes. 252.2 g (1.71 mole) of 2,2-dichloro-acetyl-chloride was dissolved in 500 mL of toluene and titrated into the reaction vessel in 30 minutes and then stirred for 1.5 hours at 0 C. to allow a synthetic reaction to proceed. TLC was used to analyze if N,N-dimethylamino-ethyl-acrylate was consumed to determine if the synthetic reaction had reached an end point. Once the end point was reached, 2 L of deionized water was added to the reaction vessel and contents of the reaction vessel were stirred for 30 minutes. After being stirred, the contents immediately separated into two phases. Then, a water phase and the 4 molecular sieves were removed and toluene was removed by vacuum pump to obtain a crude product. Next, the crude product was stirred, washed twice with 1 L hexane respectively and filtered by centrifuge. After being filtered, the crude product was dried in a vacuum oven for 5 hours to obtain a white product being 4,4-dichloro-2-(dimethylamino)methylene-3-oxy-alkyl butyrate (395.7 g; yield: 91%; purity: 99.8% (as shown in FIG. 3); melting point: 68 C.). The structure of the product was analyzed by 1H-NMR, 13C-NMR and frustrated total internal reflection (FTIR), which are respectively shown in FIGS. 4, 5 and 6.The 4 molecular sieves were soaked in 1 L of isopropanol for 24 hours, then dried at 120 C. for 24 hours to obtain 245 g of 4 molecular sieves (recycling rate: 98%).

The synthetic route of 924-99-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UFC Corporation; US7601864; (2009); B1;,
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. 50893-36-2, name is 1-Chloroethyl ethyl carbonate, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C5H9ClO3

Reference Example 19 To a mixture of 1-[(1R,2R)-2-(2,4-difluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-3-[4-(1H-tetrazol-1-yl)phenyl]-2-imidazolidinone (0.61 g) and 1-chloroethyl ethyl carbonate (3.7 g) was added acetonitrile (1 ml), and the mixture was stirred for 38 hours at 95¡ã C. The reaction mixture was concentrated under reduced pressure. To the residue was added diisopropyl ether (10 ml), and the resulting powder was collected by filtration. The powder was subjected to ODS column chromatography (eluent: methanol/water=3/2). The elude was concentrated in vacuo. The residue was dissolved in water (10 ml), and lyophilized to give 1-[(2R,3R)-2-(2,4-difluorophenyl)-2-hydroxy-3-[2-oxo-3-[4-(1H-tetrazol-1-yl)phenyl]-1-imidazolidinyl]butyl]-4-[-1-(ethoxy-carbonyloxy)ethyl]-1H-1,2,4-triazolium chloride (Compound 7,90 mg) as a white powder. 1H-NMR(d6-DSMO) delta: 0.97(3H,d,J=7 Hz), 1.21,1.22(3H,t,J=7 Hz), 1.79,1.80(3H, d,J=6 Hz), 3.62-4.23(6H,m), 4.65-5.10(3H,m), 6.69-6.82(2H,m), 6.94-7.04(1H,m), 7.26-7.38(2H,m), 7.90(4H,s), 9.23(0.5H,s), 9.27(0.5H,s), 10.08(1H,s), 10.72(0.5H,s), 10.82(0.5H,s).

According to the analysis of related databases, 50893-36-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Takeda Chemical Industries, Ltd.; US6583164; (2003); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics