Esters-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 150529-73-0, name is Methyl 2-(3-bromophenyl)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 150529-73-0, category: esters-buliding-blocks

Tributyltin methoxide (28.3 mL, 98 mmol), preparation 25 (15.0 g, 65 mmol), isopropenyl acetate (10.8 mL, 98 mmol), palladium(II)acetate (750 mg, 3.30 mmol) and tri-ortho-tolylphosphine (2.0 g, 6.5 mmol) were stirred together in toluene (75 mL) at 100 C. under nitrogen for 5 hours. After cooling the reaction was diluted with ethyl acetate (150 mL) and 4M aqueous potassium fluoride solution (90 mL) and stirred for 15 minutes. The mixture was filtered through arbocel and the organic phase separated and reduced in vacuo. The residue was purified by flash column chromatography silica gel eluting with a solvent gradient of diethyl ether:pentane (0:100 to 25:75, by volume) changing to dichloromethane to give the title compound as a pale yellow oil (12.6 g). 1H NMR (400 MHz, CDCl3): delta=7.30 (1H, t), 7.19 (1H, d), 7.13-7.10 (2H, m), 3.69 (5H, s), 3.61 (2H, s), 2.15 (3H, s) ppm. LRMS (electrospray): m/z [M+NH4]+224, [M+Na]+229.

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-bromophenyl)acetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Pfizer Inc; US2005/222128; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 10259-22-0, 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. 10259-22-0 name is Ethyl 3-methoxybenzoate, 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) 3 -(3 -Me thoxy -phenyl) – 3 – oxo-prop ion Ur UeTo a solution of commercially available 3-methoxy-benzoic acid ethyl ester (3.2 g, 18 mmol) in dry toluene (25 mL), under N2, NaH (50-60% dispersion in mineral oil, 1.44 g. 36 mmol) was carefully added. The mixture was heated at 9O0C and anhydrous CH3CN was added dropwise (4.45 mL, 85.2 mmol). The reaction was heated for 18 hours and the product precipitated from the reaction mixture as Na salt. The reaction was allowed to cool down to room temperature and the solid formed was filtered and washed with ether, then it was redissolved in water and the solution acidified with 2N HCl solution to pH 3 when precipitation of title compound was observed. Filtration of the solid from the aqueous solution afforded 1.57 g of title product (50% yield).C10H9NO2Mass (calculated) [175]; (found) [M+H~] =176LC Rt = 1.69, 94% (5 min method)

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

Reference:
Patent; SIENA BIOTECH S.P.A.; WYETH PHARMACEUTICALS; WO2008/87529; (2008); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

252881-74-6, name is tert-Butyl 3-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)propanoate, 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: tert-Butyl 3-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)propanoate

Acetylenedicarboxylic acid (0.35 g, 3.09 mmol, 1.0 eq. ) was dissolved in NMP (10 mL) and cooled to 0 , to which compound tert-butyl 3- (2- (2- (2-aminoethoxy) ethoxy) ethoxy) -propanoate (2.06 g, 7.43 mmol, 2.4 eq. ) was added, followed by DMTMM (2.39 g, 8.65 mmol, 2.8 eq. ) in portions. The reaction was stirred at 0 for 6 h and then diluted with ethyl acetate and washed with water and brine. The organic solution was concentrated and triturated with a mixture solvent of ethyl acetate and petroleum ether. The solid was filtered off and the filtrate was concentrated and purified by column chromatography (80-90%EA/PE) to give a light yellow oil (2.26 g, >100%yield) , which was used without further purification. MS ESI m/z [M+H] + 633.30.

The synthetic route of 252881-74-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HANGZHOU DAC BIOTECH CO., LTD; ZHAO, Robert Yongxin; ZHUO, Xiaotao; YANG, Qingliang; ZHAO, Linyao; HUANG, Yuanyuan; YE, Hangbo; YANG, Chengyu; LEI, Jun; GAI, Shun; GUO, Huihui; JIA, Junxiang; BAI, Lu; XIE, Hongsheng; ZHOU, Xiaomai; GUO, Zhixiang; LI, Wenjun; CAO, Mingjun; ZHENG, Jun; YE, Zhichang; YANG, Yanlei; (325 pag.)WO2020/6722; (2020); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Some common heterocyclic compound, 103-25-3, name is Methyl 3-phenylpropionate, molecular formula is C10H12O2, 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. Formula: C10H12O2

General procedure: A mixture of Lithium aluminum hydride (9.5 g, 0.250 mol), dry THF(250 mL), to it add substituted dihydrocinnamic acid methyl ester (3ae,0.127 mol), in THF (50 mL) was added slowly drop wise during30 min. After completion of addition the reaction mixture was stirredfor 2 h at rt, after completion of reaction as monitored by TLC hexane/ethyl acetate (8:2), the reaction mixture was poured in water (200 mL),acidified with 5 N HCl, extract with chloroform (2¡Á400 mL), extractwas wash with water, brine solution, dried over Na2SO4 and concentrated.The crude residue was subjected to column chromatographyon silica gel, column was eluted with hexane/ethyl acetate mixtures,pure compound was eluted in ethyl acetate in hexane, 10%/90% (v/v)which was monitored by TLC, pure fractions were combined and concentratedto obtained 3-(substituted phenyl)- propan-1-ol as oily compoundswith yields of 73-77%. 3.2.13 3-(Phenyl)-propan-1-ol (4a) Weight: 9.10?g; % yield: 73.2%; 1H NMR (CDCl3, 400?MHz): delta 7.32-7.28 (2H, m, H-3′, 5′), 7.14 (2H, d, J?=?8.0?Hz, H-2′, 6′), 7.06 (1H, t, J?=?7.2?Hz, H-4′), 3.56 (2H, t, J?=?8.0?Hz, CH2), 2.56 (2H, t, J?=?7.2?Hz, H-3), 2.43 (1H, s, OH), 1.86 (2H, quin, J?=?7.6?Hz, H-2); 13C NMR (CDCl3, 100?MHz): delta 146.2 (C-1′), 132.8 (C-3′, 5′), 130.2 (C-2′, 6′), 126.8 (C-4′), 65.8 (C-1), 38.3 (C-2), 31.9 (C-3); LC-MS: m/z 135.2 (M?-?H)-.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 103-25-3, its application will become more common.

Reference:
Article; Meka, Bharani; Ravada, Suryachandra Rao; Muthyala, Murali Krishna Kumar; Kurre, Purna Nagasree; Golakoti, Trimurtulu; Bioorganic Chemistry; vol. 80; (2018); p. 408 – 421;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 53518-15-3, name is 7-Amino-4-(trifluoromethyl)-2H-chromen-2-one, 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 53518-15-3, SDS of cas: 53518-15-3

A vial was charged with S6 (20 mg, 0.027 mmol), 7-amino-4-(trifluoromethyl)coumarin (19 mg, 0.08 1 mmol, 3 eq.), HATU (31 mg, 0.081 mmol, 3 eq.), Et3N (76 1iL, 0.543 mmol, 20 eq.) and DIvIF (500 jiL). Contents were stirred at room temperature and ambient atmosphere for 24 h, after which the solvent was concentrated to dryness, and the crude product was purified via reverse phase HPLC (10-95% MeCN/H20, linear gradient, with constant 0.1% v/v TFA additive; 23 mm run, 42 mL/min flow, detection at 550 nm) to afford S7 (8 mg, 31%). LRMS (ESI) calcd for C46H40F3N30I2S2 [Mj 948.0, found 948.1

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, 7-Amino-4-(trifluoromethyl)-2H-chromen-2-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; HOWARD HUGHES MEDICAL INSTITUTE; LAVIS, Luke; JRADI, Fadi, M.; (109 pag.)WO2018/182811; (2018); A1;,
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. 126430-46-4, name is Benzyl 4-bromobutanoate, This compound has unique chemical properties. The synthetic route is as follows., category: esters-buliding-blocks

Step 2 4-(3-Benzyl-8-aza-bicyclo[3.2.1]oct-8-yl)-butyric Acid A mixture of 0.9 g of 4-bromobutyric acid benzyl ester, 0.5 g of 3-benzyl-8-aza-bicyclo[3.2.1]octane, 0.6 mL of N,N-diisopropylethylamine and 20 mL of acetonitrile was heated to 80 C. for 4 h. The mixture was cooled, concentrated under reduced pressure and partitioned between chloroform and saturated sodium carbonate. After drying over magnesium sulfate the extracts were concentrated to a thick oil, 1.4 g, which was a mixture of the benzyl ester of 4-(3-benzyl-8-aza-bicyclo[3.2.1]oct-8-yl)-butyric acid, benzyl 4-bromobutyrate, and butyrolactone. Hydrogenation over 0.5 g of palladium on carbon in 100 mL of ethanol under 1 atm of hydrogen overnight gave 0.9 g of 4-(3-benzyl-8-aza-bicyclo[3.2.1]oct-8-yl)-butyric acid after drying under vacuum at 100 C. overnight which was homogeneous by TLC (90:10:1 chloroform:methanol:ammonium hydroxide).

According to the analysis of related databases, 126430-46-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Merck & Co., Inc.; US6432976; (2002); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 24398-88-7, name is Ethyl 3-bromobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of Ethyl 3-bromobenzoate

Ethyl 3-bromobenzoate (0.500 g, 2.18 mmol) was dissolved in CH3CN ( 8.70 ml). Triethylamine (1.53 ml, 10.9 mmol) was added followed by 3,3-dimethylbut-l-yne (0.27 g, 3.27 mmol). With stirring Pd(PPh3)4 (0.25 g, 0.21 mmol) and CuI (0.083 g, 0.436 mmol) were added and the reaction was warmed to 60 C for 4 h. The reaction was then diluted with EtOAc (~ 50 ml), filtered through a pad of SiO2, and concentrated in vacuo. The crude product was purified on 40 g SiO2 using hexanes-EtOAc (10:1) as eluent giving 0.45 g of the title compound as a colourless oil (91 %); m/z 231.

The synthetic route of 24398-88-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/24834; (2006); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 3697-68-5, 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. 3697-68-5 name is Ethyl 1-(hydroxymethyl)cyclopropanecarboxylate, 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.

To a solution of ethyl 1-(hydroxymethyl)cyclopropane-1-carboxylate (5.0 g, 34.7 mmol) in dichloromethane (40 mL) and triethylamine (10.5 g, 104 mmol) was added methanesulfonyl chloride (3.66 mL, 47 mmol). The mixture was stirred at 0 C. for 2 h and diluted with dichloromethane (50 mL). The solution was then washed with citric acid (2*40 mL), brine (15 mL), dried over sodium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography (silica gel, 100-200 mesh, 0 to 20% ethyl acetate in petroleum ether) to give ethyl 1-(methylsulfonyloxymethyl)cyclopropanecarboxylate (3.0 g, 39%) as a white solid. 1H NMR (400 MHz, CDCl3) delta 4.34-4.30 (m, 2H), 4.20-4.13 (m, 2H), 3.08 (s, 3H), 1.45-1.41 (m, 2H), 1.29-1.24 (m, 3H), 1.07-1.03 (m, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 1-(hydroxymethyl)cyclopropanecarboxylate, and friends who are interested can also refer to it.

Reference:
Patent; Genentech, Inc.; Patel, Snahel; Hamilton, Gregory; Stivala, Craig; Chen, Huifen; Daniels, Blake; US2019/127382; (2019); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 25542-62-5, 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. 25542-62-5 name is Ethyl 6-bromohexanoate, 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.

Step 2. Synthesis of ethyl 6-(6-fluor-2,2-dimethyl-4-oxo-l ,2,3,4-tetrahydrocarbazol-9-yl) hexanoate [Foumula 1-3]6-fluoro-2,2-dimethyl-2,3-dihydro-lH-carbazol-4(9H)-on [formula 1-2] (0.1 g, 0.43 mmol) was dissolved in DMF (20 mL), and NaH(0.015 g, 0.645 mmol) was added and stirred for 10 minutes. Then, ethyl 6-bromohexanoate (0.096 g, 0.43 mmol) was added and stirred at 60C for 12 hours. After the completion of the reaction, DMF was distilled out under reduced pressure, the reaction mixture was extracted with ethyl acetate and saturated NaHC03 aqueous solution, the organic layer was washed with brine, dried over anhydrous Na2S04, filtered and concentrated under reduced pressure. Residue was purified by column chromatography (Si02; hexane/ethylacetate, 3/1 ) to yield the title compound (0.18 g, 100%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 6-bromohexanoate, and friends who are interested can also refer to it.

Reference:
Patent; CHONG KUN DANG PHARMACEUTICAL CORP.; KIM, Yuntae; LEE, Changsik; YANG, Hyun-mo; CHOI, Hojin; MIN, Jaeki; KIM, Soyoung; KIM, Dal-Hyun; HA, Nina; KIM, Jung-Min; LIM, Hyojin; KO, Eunhee; WO2013/62344; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 84228-44-4, name is Methyl 4-amino-3-chlorobenzoate, 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 84228-44-4, Application In Synthesis of Methyl 4-amino-3-chlorobenzoate

Step 1: methyl 4-amino-3-chlorobenzoate (1.24g, 6.68 mmol) was dissolved in THF (20 ml) followed with Boc anhydride (20.4 ml, 1M in THF) and DMAP (0.1 eq). The mixture was refluxed for 1h15, then it was allowed to reach the room temperature before to evaporate it to dryness.Step 2: The obtained crude was dissolved in MeOH (40 ml), K2CO3 (2.3 g) was added and the mixture was refluxed for 2 h. The mixture was allowed to reach the room temperature, it was then diluted with ether (100 ml) and washed with Brine (3*30 ml), followed with citric acid 0.5 M (10 ml). The organic layer was dried with MgSO4, filtered off and purified on silica gel Biotage column to get the desired compound.

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

Reference:
Patent; Genesis Technologies Limited; AHLFORS, Jan-Eric; MEKOUAR, Khalid; (105 pag.)EP2697246; (2018); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics