Category: esters-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 581065-95-4, name is tert-Butyl 1-amino-3,6,9,12-tetraoxapentadecan-15-oate, 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 581065-95-4, name: tert-Butyl 1-amino-3,6,9,12-tetraoxapentadecan-15-oate

[00225j Synthesis of N- [(PEG)4C00-t-Buj -N?-Boc-N?-methyl-ethylenediamine .To the solution of N-t-BuOOC-(PEG)4-amine (0.557g , 1.73 mmol) in 20 ml of methanol, (N-methyl)N-Boc acetaldehyde (0.3 g, 1.73 mmol) was added. The mixture was stirred at room temperature for 3 hours. NaBH4 (0.196g, 5.2 mmol) was added to the mixture at 0C, and the resultant mixture was stirred at 0C for 1 hour and 1 hour at room temperature. The reaction was quenched by adding 5 ml of water. After removal of solvent, 5 ml of water was added, and the mixture was extracted three times with methylene chloride. The combined organic layer was dried over Na2SO4, and the product was purified by flash silica chromatography using heptane/ethyl acetate to methylene chloride/methanol to give a yield of 64.5% (0.535 g). ?H NMR (300 MHz, CD2C12) 3 ppm: 3.5-3.8 (m, 18H, CH2), 3.45 (br, 2H, CH2), 2.98 (br, 2H, CH2), 2.83 (s, 3H, NCH3), 2.46 (t, 2H, COCH2), 1.42 (s, 18H, CH3); MS-ESI (mle): 479.6 [M+H].

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Reference:
Patent; PROMEGA CORPORATION; MUSTAFA, Dana; ZHOU, Wenhui; MEISENHERMIER, Poncho; DUELLMAN, Sarah; MA, Dongping; CALI, James, J.; WO2015/116867; (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. 148547-19-7, name is Methyl 4-bromo-3-methylbenzoate, A new synthetic method of this compound is introduced below., Product Details of 148547-19-7

To methyl 4-bromo-3 -methyl benzoate (92 g, 0.402 mol), (4-methoxyphenyl)boronic acid (61.1 g, 0.402 mol), Na2CO3 (85.2 g, 0.804 mol), and PdCl2(PPh3)2 (1410 mg, 2.01 mmol) was added EtOH (1.23 L) and water (0.61 L). The reaction was then heated to 80 0C for 1 hour. The reaction was cooled to room temperature, 550 ml of water was added, and the mixture was left standing for 1 hour. The resulting solids were filtered and washed with a solution of EtOH and H2O (1:1, 75O mL). The solids were ground using a mortar and pestle, then were slurried in 250 mL H2O at room temperature for 1 h, then were filtered and washed with water (2×125 mL), and were dried to give methyl 4′-methoxy-2- methylbiphenyl-4-carboxylate. IH NMR (CDCl3, 400 MHz) delta 7.95 (s, IH), 7.89 (d, J = 7.9 Hz, IH), 7.29 (d, J = 7.9 Hz, IH), 7.27 (d, J = 8.7 Hz, 2H), 6.98 (d, J = 8.7 Hz, 2H), 3.94 (s, 3H), 3.87 (s, 3H), 2.33 (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 & CO., INC.; WO2007/41494; (2007); A2;,
Ester – Wikipedia,
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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. 584-74-7, name is Ethyl 2-fluorophenylacetate, A new synthetic method of this compound is introduced below., category: esters-buliding-blocks

Ethyl (2-fluorophenyl)acetate (900 mg, 5 mmol) and 60 % NaH (240 mg, 6 mmol) were dissolved in DMF (25 mL) and cooled to 0C. Cyclopentyl bromide (745 mg, 5 mmol) was added and the reaction was gradually warmed to rt. Reaction was stirred at rt for 16 h and then partitioned between EtOAc (100 mL) and NaHC03 (150 mL). The reaction was washed with brine (150 mL), dried over MgS04 and solvent was removed under reduced pressure. Saponification was conducted by addition of 2 M NaOH (20 mL) and heating at 60C for 16 h. The mixture was then acidified with 2 M aq HC1 and then extracted with EtOAc. The solution was dried over MgS04 and concentrated to give the title compound (yellow solid, 800 mg, 72 %). ? NMR (400 MHz, CDCl3) delta ppm 7.46 (t, .7=6.6 Hz, 1 H), 7.20 – 7.26 (m, 1 H), 7.12 (t, .7=7.5 Hz, 1 H), 7.05 (t, .7=9.2 Hz, 1 H), 3.78 (d, .7=11.0 Hz, 1 H), 2.47 – 2.60 (m, 1 H), 1.93-2.04 (m, 1 H), 1.54-1.75 (m, 3 H), 1.41-1.54 (m, 2 H), 1.29-1.41 (m, 1 H), 0.98-1.12 (m, 1 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; UNIVERSITY HEALTH NETWORK; PAULS, Heinz W.; LAUFER, Radoslaw; LIU, Yong; LI, Sze-Wan; FORREST, Bryan T.; LANG, Yunhui; PATEL, Narendra Kumar B.; EDWARDS, Louise G.; NG, Grace; SAMPSON, Peter Brent; FEHER, Miklos; AWREY, Donald E.; WO2013/53051; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 57486-69-8, These common heterocyclic compound, 57486-69-8, name is Methyl 2-(2-bromophenyl)acetate, 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.

[00123] Methyl 2-(2-bromophenyl)-3-oxobutanoate: A round bottom flask was charged with a magnetic stir bar and methyl 2- (2-bromophenyl) acetate (25 g, 109 mmol) and THF (50 mL). This solution was cooled to -78 C before drop wise addition of a 1M solution of LiHMDS in THF (218 ml, 218 mmol). The reaction was stirred for 30 min at -78 C before addition of l-(lH-imidazol-l-yl)ethanone (14.42 g, 131 mmol) as a solution in a mixture of THF:DMF (112 mL THF, 24 mL DMF). The solution was stirred for 1 h before quenching with sat’d aqueous NH4C1 (-250 mL) and diluting with EtOAc. The layers were separated and the aqueous phase was extracted with additional EtOAc (~2 x 250 mL). The combined organic extract was washed with brine, dried over Na2S04, filtered, and concentrated in vacuo. The crude residue was purified via silica gel chromatography using an eluent of ethyl acetate/hexanes (10: 1) to afford methyl 2-(2-bromophenyl)-3-oxobutanoate (32.5 g, 102 mmol, 93 % ield).

Statistics shows that Methyl 2-(2-bromophenyl)acetate is playing an increasingly important role. we look forward to future research findings about 57486-69-8.

Reference:
Patent; CONSTELLATION PHARMACEUTICALS, INC.; ALBRECHT, Brian, K.; AUDIA, James, Edmund; DAKIN, Les, A.; DUPLESSIS, Martin; GEHLING, Victor, S.; HARMANGE, Jean-Christophe; NASVESCHUK, Christopher, G.; VASWANI, Rishi, G.; WO2015/23915; (2015); A1;,
Ester – Wikipedia,
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Electric Literature of 587-47-3,Some common heterocyclic compound, 587-47-3, name is Ethyl 2-(3-fluorophenyl)acetate, molecular formula is C10H11FO2, 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 solution of ethyl 2-(3-fluorophenyl)acetate (18) (10.1 g, 55.0 mmol) inCCl4 (250 mL), is added with NBS (9.70 g, 55.0 mmol) and the mixture refluxed for 2 h at 800C (LC-MS monitoring: complete conversion). The solvent is evaporated and the resulting crude is dissolved in DCM and purified by filtration on a silica bed to obtain 7.80 g of (19) as a colorless oil (54% yield).

The synthetic route of 587-47-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHIESI FARMACEUTICI S.P.A.; CALIGIURI, Antonio; RICCABONI, Mauro; AMARI, Gabriele; WO2010/72338; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 50893-36-2, 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. 50893-36-2, name is 1-Chloroethyl ethyl carbonate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

50To a solution of 2-(3-{6-[2-(2,4-dichloro-phenyl)-ethylamino]-2-methoxy-pyrimidin-4-yl}-phenyl)-2- methyl-propionic acid [100 mg, 0.218 mmoL Example 49(b)] in dimethylformamide (2 mL) is added 1-chloroethyl ethyl carbonate (0.053 mL, 0.392 mmol) and Cs2CO3 (142 mg, 0.436 mmol). The mixture is heated under microwave at HO0C for 10 minutes, quenched with water, and extracted with ethyl acetate. Combined organic layers are washed with brine, dried over sodium sulfate and concentrated. The residue is subjected to silica gel chromatography eluting with 0 to 40percent EtOAc in heptane to obtain 2-(3-{6-[2-r2,4-dichloro-phenyl)-ethylamino]-2-methoxy-pyrimidin-4-yl}-phenyl)-2- methyl-propionic acid 1-ethoxycarbonyloxy-ethyl ester as an oil

The synthetic route of 1-Chloroethyl ethyl carbonate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AVENTIS PHARMACEUTICALS INC.; WO2006/44732; (2006); A2;,
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. 369-26-6, name is Methyl 3-amino-4-fluorobenzoate, A new synthetic method of this compound is introduced below., Safety of Methyl 3-amino-4-fluorobenzoate

Into a 100-mL round-bottom flask, was placed methyl 3-amino-4-fluorobenzoate (1 g, 5.91 mmol), HCl (6 M, 10 mL). This was followed by the addition of a solution of NaNO2 (630 mg, 9.13 mmol) in water (2 mL) dropwise with stirring at 0oC. The resulting solution was stirred for 20 min at 0oC. The above mixture was added to a saturated solution of SO2 in AcOH (20 mL) and CuCl2 (800 mg, 5.95 mmol) dropwise with stirring at 0oC. The resulting solution was stirred for 1 h at RT. The reaction was then quenched by the addition of 20 mL of water. The resulting solution was extracted with 3×20 mL of ethyl acetate and the organic layers combined and dried over anhydrous Na2SO4, then concentrated under vacuum. This resulted in 1.5 g (crude) of the title compound as a yellow oil. The crude product was used in the next step.

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; IFM THERAPEUTICS, INC; GLICK, Gary; GHOSH, Shomir; ROUSH, William R.; (185 pag.)WO2017/184623; (2017); A1;,
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. 40546-94-9, name is 6-Methyl-4-phenylchroman-2-one, A new synthetic method of this compound is introduced below., Application In Synthesis of 6-Methyl-4-phenylchroman-2-one

EXAMPLE 1; Preparation of 3-(2-hydroxy-5-methylphenyl)-3-phenylpropanol (VIII) A basic aqueous solution of sodium borohydride prepared beforehand by dissolving 23.8 g (0.630 moles) of NaBH4 at ambient temperature in 170 ml of H2O and 3.5 ml of 30% wt./vol. NaOH was added dropwise to a suspension of 3,4-dihydro-6-methyl-4-phenyl-2H-benzopyran-2-one of the formula (II) (100 g, 0.420 moles) in isopropanol (200 ml). Once addition was complete, the temperature was adjusted to 60 C. and the course of the reaction was monitored by TLC (eluent: cyclohexane/acetone: 70/30) until the substrate had completely disappeared. After 5 h, the reaction mixture was cooled to ambient temperature and HCl (2N) was added until a final pH of 7.0 was obtained. Stirring was continued for 30 min at ambient temperature, then the resultant suspension was filtered through a Buchner filter. The filtered solution was concentrated under reduced pressure and the crude residue was crystallised from toluene (280 ml) to yield 87.4 g (yield 86%) of 3-(2-hydroxy-5-methylphenyl)-3-phenylpropanol (VIII) as a white solid.

The synthetic route of 40546-94-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHEMI SPA; US2006/79716; (2006); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 1000342-11-9, 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. 1000342-11-9, name is Methyl 3-amino-5-bromo-2-methylbenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 1: Synthesis of methyl 5-bromo-3-(ethylamino)-2-methylbenzoate To a stirred solution of methyl 3-amino-5-bromo-2-methylbenzoate (1.0 g, 4.09 mmol) and acetaldehyde (180 mg, 4.09 mmol) in dichloroethane (10 mL), acetic acid (1.47 g, 24.58 mmol) was added and reaction stirred at room temperature for 30 minutes. Then sodium triacetoxyborohydride (2.6 g, 12.29 mmol) was added at 0 C., allowed to attain room temperature and stirring continued for 2 h. On completion, reaction mixture was diluted with dichloromethane, washed with water, saturated aqueous sodium bicarbonate solution and dried over sodium sulphate. Removal of the solvent under reduced pressure followed by column chromatographic purification afforded the desired compound (600 mg, 55%).

The synthetic route of Methyl 3-amino-5-bromo-2-methylbenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KUNTZ, KEVIN W.; CHESWORTH, RICHARD; DUNCAN, KENNETH W.; KEILHACK, HEIKE; WARHOLIC, NATALIE; KLAUS, CHRISTINE; ZHENG, WANJUN; SEKI, MASASHI; SHIROTORI, SYUJI; KAWANO, SATOSHI; US2012/264734; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

14062-29-4, name is Ethyl 2-(3-chlorophenyl)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. SDS of cas: 14062-29-4

m-Chlorotoluene (1.89 g), ethanol (46 mg), di-tert-butyl peroxide (73 mg, 1 equivalent), and Pd(Xantphos)Cl2 (3.8 mg, 1 mol %) were added into a reaction kettle, into which 10 atm carbon monoxide was introduced. The reaction was heated to 120 C., and stirred at this constant temperature for 16 h. After the reaction was completed, carbon monoxide was discharged, and 82 mg ethyl m-chlorophenylacetate was obtained by column chromatography, in a yield of 83%. 1HNMR (400 MHz, CDCl3) delta 1.24 (t, J=7.2 Hz, 3H), 3.58 (s, 2H), 4.13 (q, J=7.2 Hz, 2H), 7.15-7.18 (m, 1H), 7.24-7.26 (m, 1H), 7.29 (s, 1H); 13CNMR (100 MHz, CDCl3) delta 14.2, 40.9, 61.1, 127.3, 127.5, 129.5, 129.8, 134.3, 135.9, 170.9; HRMS (ESI) calcd. for C10H11ClNaO2 [M+Na]: 221.0340. found: 221.0342. The ethyl m-chlorophenylacetate obtained was dissolved in 1,4-dioxane. 6 N sodium hydroxide solution was added, and the reaction was heated to 60 C. After 2 h of reaction, the pH value was adjusted to 1 by adding 2 N hydrochloric acid. After removing the organic solvent under reduced pressure, 64 mg product m-chlorophenylacetic acid was obtained by extraction with ethyl acetate, and the yield of hydrolysis was 91%.

The synthetic route of 14062-29-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences; Huang, Hanmin; Xia, Chungu; Xie, Pan; US2013/303798; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics