Month: July 2021

Adding a certain compound to certain chemical reactions, such as: 859299-66-4, name is Dimethyl 4,5-dibromophthalate, 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 859299-66-4, SDS of cas: 859299-66-4

S01: The 4.7g (0.21mol) of sodium was slowly added to 50mL (0.48mol) of sodium ethoxide prepared in absolute ethanol; the ethanol was added to 60mL of sodium propionate and 52.8g (0.15mol) 5, 6- dibromo phthalate mixed solution of dimethyl, raised to 80 and stirred for 4 hours to give a pale yellow viscous paste; then use the atmospheric distillation paste methanol , ethanol, methyl propionate was removed, and then subjected to suction filtration residue was washed with petroleum ether to give 40.5g of a pale yellow solid after vacuum drying.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Dimethyl 4,5-dibromophthalate, and friends who are interested can also refer to it.

Reference:
Patent; Technical Institute of Physics and Chemistry, CAS; Zhang, Xiaolong; Chen, Dongyang; Zheng, Caijun; (15 pag.)CN105693608; (2016); A;,
Ester – Wikipedia,
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Application of 90030-48-1, 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. 90030-48-1 name is Sodium 3-methoxy-3-oxopropane-1-sulfinate, 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.

A solution of 1-(5-(4-chloro-2-fluorophenyl)-2-methyl-7,8-dihydro-[1 ,3,4]thiadiazolo- [2 3^2,3]imidazo[4,5-c]pyridin-6(5H)-yl)-2-((2-chloro-6-iodopyridin-3-yl)oxy)ethanone (150 mg), Cul (135 mg) and sodium 3-methoxy-3-oxopropane-1-sulfinate (124 mg) in DMSO (1.5 mL) was stirred at 130C for 2.5h. Sat. aq. NH4CI (5 mL) was added at rt and the mixture was stirred for 1 h. The mixture was diluted with EA and sat. aq. NaHC03. The layers were separated and the aq. phase was washed twice with EA. The combined org. layers were washed with aq. sat. NaCI, dried over MgS04, filtrated off and evaporated in vacuo. The crude was purified by FC (solvent: DCM/MeOH, 95/5) to afford 107 mg of a beige solid. LC- MS (A): tR = 0.88 min; [M+H]+: 642.49.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Sodium 3-methoxy-3-oxopropane-1-sulfinate, and friends who are interested can also refer to it.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; BUR, Daniel; GRISOSTOMI, Corinna; NAYLER, Oliver; REMEN, Lubos; VERCAUTEREN, Magali; WELFORD, Richard; WO2015/75023; (2015); A1;,
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 2033-24-1 as follows. Formula: C6H8O4

A solution of 2,2-dimethyl-1,3-dioxane-4,6-dione (10.0g, 69.4mmol) disolved in trimethoxymethane (40mL, 366mmol) was refluxed at 110C for 3 hours.Then the reaction mixture was cooled to room temperatue and yellow crystalformed, the crystal was filtered out, washed with petroleum ether and dried in the air to give the titled compound as a light yellow crystaline solid (7.5g,59%). 1H NMR (400 MHz, Chloroform-d) delta 8.15 (s, 1H), 4.27 (s, 3H), 1.72(s, 6H).

According to the analysis of related databases, 2033-24-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Cheng, Yu; Shen, Jian; Peng, Run-Ze; Wang, Gui-Feng; Zuo, Jian-Ping; Long, Ya-Qiu; Bioorganic and Medicinal Chemistry Letters; vol. 26; 12; (2016); p. 2900 – 2906;,
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. 26218-04-2, name is 2-Ethylhexyl 4-aminobenzoate, This compound has unique chemical properties. The synthetic route is as follows., Formula: C15H23NO2

Cyanuryl chloride (18.4 g, 0.1 mol) is dissolved at 0 C.-5 C. in 150 ml of acetone in a reactor. Sodium bicarbonate (10.6 g, 0.1 mol) is added thereto and then a solution of 2-ethylhexyl para-aminobenzoate (24.9 g, 0.1 mol) dissolved in 150 ml of acetone is added dropwise at a temperature of less than 10 C. over 10 minutes. Subsequently, the heterogeneous mixture is left at laboratory temperature for 3 hours. 500 ml of water are run in. The precipitate formed is filtered off and then washed with water. After drying under vacuum, 38 g of an off-white solid are obtained. After recrystallizing this solid from 1,2-dichloroethane, 25.2 g (63% yield) of 2,4-dichloro-6-(2-ethylhexyl 4′-aminobenzoate)-s-triazine are obtained in the form of a white powder: UV (ethanol/DMSO): lambdamax=291 nm, E1%=732, which is used as is in the following stage.

According to the analysis of related databases, 26218-04-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; L’OREAL; US2007/196294; (2007); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

35179-98-7, name is Chloromethyl ethyl carbonate, 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. category: esters-buliding-blocks

(2S,3S)-3-((2-bromo-5-fluoro-6-(2-thienyl)pyrimidin-4-yl)amino)bicyclo[2.2.2]octane-2- Formic acid (2.00 g, 4.69 mmol) was dissolved in DMF (20 mL)Add potassium carbonate (2.02 g, 14.20 mmol)And chloromethylethyl carbonate (0.79g, 5.70mmol),The resulting mixture was stirred at room temperature overnight.Add water (50 mL) to the reaction solution.Extracted with ethyl acetate (50 mL×3).The combined organic phases were washed with saturated brine (100 mL×3).Dry over anhydrous sodium sulfate, filter,The filtrate was concentrated under reduced pressure.The residue obtained was subjected to silica gel column chromatography(Petroleum ether / ethyl acetate (nu / nu) = 5 / 1) purification,The title compound is a pale yellow solid(1.70 g, 69%).

The synthetic route of 35179-98-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Ren Qingyun; Tang Changhua; Yin Junjun; Wang Yejun; Yi Kai; Lei Yibo; Zhang Yingjun; S ·geerdeman; Yan Huan; Nie Biao; Xu Juan; Chen Jianping; Chen Yunfu; Zhang Weihong; Cheng Lijun; Ye Weiliang; (197 pag.)CN110117285; (2019); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 2876-78-0,Some common heterocyclic compound, 2876-78-0, name is Methyl 1-Naphthaleneacetate, molecular formula is C13H12O2, 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.

Triflic anhydride (16.6 mL, 0.099 mmol) and diphenyl sulfoxide (10.0 g, 49.4 mmol) and methyl 2- (naphthalen-l – yl) acetate (10.9 g, 54.5 mmol) in DCM (100 mL) solution of the It was added dropwise at -78 and stirred for 3 hours.Water was added (50 mL) quenched the reaction slowly, the mixture was slowly heated to room temperature.The layers were separated and the organic layer is required 2M sodium iodide solution (100 mL 10x), and water (3x 100 mL) was concentrated to a rear, viscous oil washed, precipitated the title compound which in MTBE (600 mL) ( 18.7 g, 74%) was obtained as a light brown hygroscopicsolid.

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

Reference:
Patent; Rohm and Haas Electronic Materials LLC; Rabom., Paul J.; (39 pag.)KR2015/35454; (2015); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 935273-86-2,Some common heterocyclic compound, 935273-86-2, name is Benzyl 3,3-difluorocyclobutanecarboxylate, molecular formula is C12H12F2O2, 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 solution of benzyl 3,3-difluorocyclobutane carboxylate(450 mg, 2.0 mmol) dissolved in ethanol (10 mL), was added Pd/C(10%, 40 mg). The reaction mixture was stirred at room temperature for 10 hours under the atmosphere of hydrogen(15 psi). After TLC showed that the reaction was completed, the solid was filtered out, the filtrate was concentrated under vacuum to give 3,3-difluorocyclobutane carboxylic acid(250 mg, 83.1% yield) as a white solid. MS (ESI) Calcd. for C5H6F2O2 [M+H]+ 137, Found 137.

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

Reference:
Patent; Wuxi Fortune Pharmaceutical Co., Ltd; WU, Hao; LI, Peng; MAO, Weiwei; CHEN, Shuhui; WANG, Fei; LI, Jian; (53 pag.)EP3290418; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 88744-04-1,Some common heterocyclic compound, 88744-04-1, name is 9-Fluorenylmethyl Pentafluorophenyl Carbonate, molecular formula is C21H11F5O3, 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 9; Synthesis of Compound 16 of Example 1; Acid 12 (46 mg, 0.12 mmol) was dissolved in MeOH (4 mL) and hydrogenated for 20 min. using 20% wt Pd/C. The solution was filtered and the solvent was evaporated in vacuo. The solid residue was dissolved in aqueous acetone (3 mL, 1:1) and treated with 9-fluorenylmethyl pentafluorophenyl carbonate (91 mg, 0.24 mmol) and sodium bicarbonate (31 mg, 0.37 mmol) for 4 hours at room temperature. Water (10 mL) was added and the aqueous layer was extracted with ethyl acetate (6×10 mL). Finally, the solvent was dried (Na2SO4) and concentrated. The crude product was purified by flash column chromatography (methanol:ethyl acteate, 1:1) to afford compound 16 (45 mg, 63%).1H NMR (300 MHz, CD3OD, r.t., TMS): delta=1.43 (s, 9H), 2.98-3.13 (m, 2H, H-6+H-8a), 3.18 (m, 1H, H-7), 3.22-3.44 (m, 2H, H-3, H-5), 3.62-3.80 (m, 2H, H-4, H-8b), 4.23 (t, 1H, J=6.8 Hz), 4.32-4.48 (m, 3H), 7.28-7.87 (m, 8H). 13C NMR (100 MHz, CDCl3, r.t.): delta=28.88, 43.42, 48.54, 56.37, 67.78, 72.04, 73.14, 79.03, 80.38, 80.76, 82.97, 120.94-128.78 (aromatic carbons), 142.61-145.43 (aromatic carbons), 157.71, 159.12, 169.46. MS (ES, [M-H]-); Anal. Calcd for C28H33N2O10: 557.21, Found: 557.09. HRMS (ES, [M-H]-); Anal. Calcd for C28H33N2O10: 557.2135, Found: 581.2133.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 9-Fluorenylmethyl Pentafluorophenyl Carbonate, its application will become more common.

Reference:
Patent; UNIVERSITY OF MANITOBA; US2008/275213; (2008); A1;,
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 17205-02-6 as follows. Product Details of 17205-02-6

To a diethyl ether solution (30 mL) containing methyl magnesium bromide (7.63 mL of a 3.0 M diethyl ether solution) was added a diethyl ether solution (5 mL) containing ethyl 3- hydroxycyclobutane carboxylate (2.05 g, 6.94 mmol), dropwise. After 2 h the reaction was carefully quenched with 3 M aqueous HCI. MgS04 was added until the evolution of gas stopped. The solution was filtered, and the solvent removed in vacuo yielding a viscous oil which was purified by silica gel chromatography (50%-100% EtOAc in hexanes) to give the title compound (419 mg, 46%). 1H NMR (CDCb) delta 1 .13 (s, 6 H), 1 .74-1 .86 (m, 4 H), 2.23-2.39 (m, 2 H), 2.66 (br s, 1 H), 4.03-4.09 (m, 1 H).

According to the analysis of related databases, 17205-02-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; DEATON, David Norman; GUO, Yu; HANCOCK, Ashley Paul; SCHULTE, Christie; SHEARER, Barry George; SMITH, Emilie Despagnet; STEWART, Eugene L.; THOMSON, Stephen Andrew; (556 pag.)WO2018/69863; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 15964-79-1, name is Methyl 2-(3,4-dimethoxyphenyl)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 15964-79-1, Computed Properties of C11H14O4

To a 250 mL three-necked flask, compound 6a (10 g, 0.048 mol) and 80 mL of tetrahydrofuran were added.Paraformaldehyde (15 g, 0.48 mol), potassium carbonate (20 g, 0.144 mol) were successively added, and reacted at 40 C. for 2 h.After the reaction was completed, the reaction solution was poured into a separatory funnel, 100 ml of water was added, and the mixture was extracted with 150 ml of tetrahydrofuran.The organic layer was collected, dried over anhydrous sodium sulfate, filtered, and the filtrate was evaporated to dryness under reduced pressure to give 9.6 g of compound 5a.Yield 90.0%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 2-(3,4-dimethoxyphenyl)acetate, and friends who are interested can also refer to it.

Reference:
Patent; Zhejiang Yongning Pharmaceutical Co., Ltd.; Ye Tianjian; Lu Xiuwei; Yu Guangliang; He Si; (11 pag.)CN105153105; (2018); B;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics