Tag: M.W=100-200

141-12-8, name is (Z)-3,7-Dimethylocta-2,6-dien-1-yl 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 (Z)-3,7-Dimethylocta-2,6-dien-1-yl acetate

General procedure: To a solution of the geranyl derivative (1.0 equiv) in acetonitrile(0.07 M) cooled to 0 C, PIFA (1.1 equiv) was added. Asolution of tetra-n-butylammonium bromide (1.1 equiv) inacetonitrile (0.07 M) was then added dropwise over 5 min.After stirring for 10 min, the reaction mixture was diluted withEtOAc, saturated aqueous Na2S2O3 solution was added and thelayers were separated. The aqueous layer was extracted twicewith EtOAc. The combined organic extracts were washed withbrine, dried over MgSO4, filtered and concentrated underreduced pressure before purification by flash chromatography.

The synthetic route of 141-12-8 has been constantly updated, and we look forward to future research findings.

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;,
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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. 35179-98-7, name is Chloromethyl ethyl carbonate, A new synthetic method of this compound is introduced below., category: esters-buliding-blocks

J. (R)-3-[N-(5′-Chloro-2′-fluorobiphenyl-4-methyl)-N’-oxalylhydrazino]-2-hydroxy-propionic Acid Ethoxycarbonyloxymethyl Ester A mixture of (R)-3-[N’-t-butoxyoxalyl-N-(5′-chloro-2′-fluorobiphenyl-4-ylmethyl)hydrazino]-2-hydroxypropionic acid (270 mg, 580 mumol), chloromethyl ethyl carbonate (160 mg, 1.16 mmol), NaI (174 mg, 1.2 mmol) and 2,6-dimethylpyridine (620 mg, 5.8 mmol) in DMF (10 mL) was stirred at room temperature overnight. The mixture was poured into water (30 mL) and the mixture was then extracted with EtOAc (3*30 mL). The combined organic layers were washed with saturated aqueous NaCl (2*30 mL), dried over anhydrous Na2SO4, and concentrated in vacuo. The crude Compound 1 (300 mg) was used without purification. LC-MS: 569 [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; HUGHES, Adam D.; FENSTER, Erik; FLEURY, Melissa; GENDRON, Roland; US2013/109639; (2013); A1;,
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Synthetic Route of 89-91-8,Some common heterocyclic compound, 89-91-8, name is Methyl 2,2-dimethoxyacetate, molecular formula is C5H10O4, 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.

Step F; 5-Bromo-6-ethyl-N*2*-isopropyl-pyridine-2, 3-diamine (1 g) is dissolved in diethoxymethylacetate (4 mL) and is heated at 120 C for 90 min. After cooling to RT the mixture is directly purified by flash column chromatography on silica gel to give 6-bromo-5- ETHYL-3-ISOPROPYL-3H-IMIDAZO [4,5-b] pyridine as colorless oil. Rf (hexane: EtOAc = 2: 1) = 0.32

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 2,2-dimethoxyacetate, its application will become more common.

Reference:
Patent; NEUROGEN CORPORATION; AVENTIS PHARMACEUTICALS INC.; WO2005/23806; (2005); A2;,
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Application of 3196-15-4, 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. 3196-15-4, name is Methyl 2-bromobutyrate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 4: methyl 2-[2-(4-methylbenzoylimino)-6-(phenylcarbamoyl)benzo[d]thiazol-3(2H)-yl]butanoate To a solution of 2-(4-methylbenzamido)-N-phenylbenzo[d]thiazol-6-carboxamide (200 mg, 0.52 mmol) prepared in Step 3 in N,N-dimethylformamide (2.0 mL) was added dropwise potassium carbonate (216 mg, 1.56 mmol) and methyl 2-bromobutyrate (90 uL, 0.78 mmol). The reaction mixture was refluxed under stirring at 80 C. overnight. The reaction mixture was quenched with water and then extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, filtered, and then evaporated. The residue was purified with silica gel column chromatography (n-hexaneethyl acetate=2/1, v/v) to give 200 mg of the titled compound as a white solid (Yield: 79%). 1H NMR (CDCl3, 400 MHz) delta 8.23 (s, 1H), 8.17 (d, 2H), 7.97 (d, 1H), 7.88 (s, 1H), 7.65 (d, 2H), 7.34-7.41 (m, 3H), 7.28 (d, 2H), 7.18 (t, 1H), 5.63 (m, 1H), 3.68 (s, 3H), 2.46-2.57 (m, 2H), 2.42 (s, 3H), 0.92 (t, 3H)

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

Reference:
Patent; YUHAN CORPORATION; Hur, Youn; Kim, Dong-Hyun; Kim, Eun-Kyung; Park, Jin-Hwi; Joo, Jae-Eun; Kang, Ho-Woong; Oh, Se-Woong; Kim, Dong-Kyun; Ahn, Kyoung-Kyu; US2015/11528; (2015); A1;,
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Electric Literature of 884497-46-5, 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. 884497-46-5, name is Methyl 3-amino-5-fluorobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Under argon protection,To the reactor was added 1.31 g of zinc powder (20 mmol) and 0.47 g of anhydrous lithium chloride,Join anhydrous tetrahydrofuran 10mL stirring,2.5 mol% 1,2-dibromoethane was added dropwise for 10 minutes,Then a solution of 1.81 g (10 mmol)2- (2-bromoethyl) -1,3-dioxolane in 10 mL of tetrahydrofuran,After stirring at room temperature for 3 hours,4.50g of zinc bromide (20mmol) was added with stirring,Cooled to -15 ,Then a solution of 3.22 g (12 mmol)A solution of 3-fluoro-5-methoxycarbonylbenzenediazonium tetrafluoroborate in 20 mL of tetrahydrofuran,After the addition is completed,Warmed to room temperature,1.09 g (10 mmol) of Me3SiCl,0.12 g of rhodium acetate,Heated to 87 C for 4 hours,Cool to room temperature,A small amount of dilute hydrochloric acid was added dropwise to heat to 35 C,After stirring for 2 hours,The reaction solution was extracted with ethyl acetate,The organic phase was dried and concentrated under reduced pressure.Flash column chromatography (Al2O3, ethyl acetate: petroleum ether = 1: 10),2.06 g of a white solid was obtained,Yield 93.1%

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 3-amino-5-fluorobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Tsingtao Chenda Biological Technology Co., Ltd.; Chen Linghao; (8 pag.)CN106748958; (2017); A;,
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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. 455-68-5, name is Methyl 3-fluorobenzoate, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H7FO2

General procedure: Substituted benzoic acid (1.0 mmol) was dissolved in thionylchloride and refluxed for 2 h, then the solvent was removed underreduced pressure to obtain the white solid. The white solid in methanol was added concentrated sulfuric acid (1 mL) and themixture was refluxed for 4 h, the solvent was removed to obtaincrude solid. The crude solid was extracted with ethyl acetate andwater. The solvents were evaporated to afford the pure product.Finally, the pure product was dissolved in ethanol, and the hydrazinehydrate was added. The mixture was refluxed for 9 h, and thesolvent was removed

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:
Article; Lian, Zhi-Min; Sun, Juan; Zhu, Hai-Liang; Journal of Molecular Structure; vol. 1117; (2016); p. 8 – 16;,
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Reference of 105-53-3, A common heterocyclic compound, 105-53-3, name is Diethyl malonate, molecular formula is C7H12O4, 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.

Step 1: Into a 5 L 4 necked round bottomed flask was placed a solution of diethyl malonate (300 g, 1.87 mol) and 1,2-dibromoethane (634.5 g, 3.38 mol) in DMSO (1.5 L). The mixture was treated with K2CO3 (1020 g, 7.39 mol) and Bu4NHSO4 (6.4 g, 19 mmol). The resulting solution was allowed to stir for 48 h at room temperature. The reaction mixture was treated with 2 L of H2O and extracted with 1.5 L of EtOAc (3x). The organic layers were combined, dried over Na2SO4 and concentrated under reduced pressure. The residue was distilled under 5-10 mmHg vacuum at 64-65 oC. This resulted in diethyl cyclopropane-1,1-dicarboxylate as an oil.

The synthetic route of 105-53-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIM, Jongwon; ALTMAN, Michael, D.; BRUBAKER, Jason, D.; GIBEAU, Craig, R.; (94 pag.)WO2016/144847; (2016); A1;,
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14064-10-9, name is Diethyl 2-chloromalonate, 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: Diethyl 2-chloromalonate

General procedure: To a suspension of CsF (183 mg, 1.20 mmol) in DMF (2.0 mL) was added Et2Zn (1.0 M in toluene,200 muL, 0.20 mmol) under argon atmosphere at ?40 °C. After being stirred at the same temperature for5 min, diethyl alpha-chloromalonate 4a (32 muL, 0.20 mmol) and 3-methoxy-2-(trimethylsilyl)phenyltriflate (1, 63 muL, 0.24 mmol) were added to the reaction mixture. After being stirred at ?40 °C toroom temperature for 12 h, silica gel (0.5 g) was added to the reaction mixture, and then it wasconcentrated under reduced pressure. Purification of the residue by flash silica gel columnchromatography (EtOAc/hexane = 1:20?1:4) afforded dihydrobenzofuran 7a (58.0 mg, 86percent). Undersimilar reaction conditions, dihydrobenzofurans 7b and 11 were synthesized. Products 8a, 12 and 13were also formed.#10;#10;

The synthetic route of 14064-10-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yoshioka, Eito; Kohtani, Shigeru; Miyabe, Hideto; Molecules; vol. 19; 1; (2014); p. 863 – 880;,
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Electric Literature of 1117-71-1,Some common heterocyclic compound, 1117-71-1, name is Methyl 4-bromobut-2-enoate, molecular formula is C5H7BrO2, 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.

A suspension of sodium acetate (3.5 g, 42 mmol) in MeCN (30 ml.) was treated with methyl 4-bromocrotonate (Aldrich) (3.33 ml_, 5 g, 28 mmol) and the mixture was heated to 50 C for 3 d. The mixture was diluted with ether and then filtered. The solid was washed with ether and the combined filtrate and washings was evaporated under reduced pressure. After evaporation the residue was partitioned between ether and water. The organic phase was washed with aqueous sodium bicarbonate, dried over MgSCM, and evaporated under reduced pressure to give a pale orange oil. NMR indicated a mixture of product and starting material, therefore, sodium acetate (3.44 g, 42 mmol) was added to the residual oil, followed by MeCN (10 ml.) and the mixture was heated to 70 C over the weekend. The mixture was concentrated under reduced pressure and the residue was partitioned between ether and water. The organic solution was washed with water, brine, dried (MgSCM) and filtered. The filtrate was evaporated under reduced pressure to give the title compound (3.55 g, 80%) as an orange oil: NMR delta (CDC ) 6.92 (dt, J 16, 5 Etazeta,IotaEta), 6.01 (dt, J 16, 2 Hz, 1H), 4.72 (dd, J 5, 2 Hz, 2H), 3.73 (s, 3H), 2.10 (s, 3H).

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-bromobut-2-enoate, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; BARRETT, Tim; HATLEY, Richard Jonathan Daniel; MACDONALD, Simon John Fawcett; SAKLATVALA, Paula; TSE, Sing Yuen Eric; (35 pag.)WO2017/158072; (2017); A1;,
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Related Products of 14630-09-2, 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. 14630-09-2, name is Methyl thieno[3,4-b]thiophene-2-carboxylate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

4,6-Dibromo 2-perflurohexyl-thieno[3,4-b]thiophene (14): To a solution of 2.75 g (6.0 mmol) (5) in 15 mL DMF was added dropwise a solution of NBS (2.70 g, 15.0 mmol) in 15 mL DMF under nitrogen protection at dark. The reaction mixture was heated up to 40 C. and kept stirring for 24 h. Then it was cooled down, poured to saturated sodium sulfite solution at ice-water bath, and extracted with dichloromethane. The organic phase was collected and dried by sodium sulfate. Removal of the solvent, and column purification on silica gel using hexane as fluent yielded the target product (14) 3.32 g (90%). 1HNMR (CDCl3): delta 7.20 (1H, s) MS (EI): Calcd, 616.1. found (M+1)+, 616.7.

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 thieno[3,4-b]thiophene-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; University of Chicago; Yu, Luping; Liang, Yongye; US9029499; (2015); B2;,
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