Tag: M.W=200-300

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. 110661-91-1, name is tert-Butyl 4-bromobutanoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of tert-Butyl 4-bromobutanoate

N-[cis-3-[(4-chlorophenyl)sulfonyl]-3-(2,5-diflupsilonorophenyl)cyclobutyl]-l .1,1- trifluoromethanesulfonaniide (190 mg, 0.388 mmol) was added to DMF (1.1 mL) and treated with potassium carbonate (59 mg, 0.427 mmol), tert -butyl 4-bromobutanoate (95 mg, 0.427 mmol). The mixture was heated to 80 C and stirred for 16 hours. The reaction was cooled to ambient temperature, diluted with ethyl acetate, and washed with 1/2 saturated brine solution twice. The organic layer was dried over anhydrous magnesium sulfate, filtered then concentrated in vacuo. The residue was purified by MPLC ( 0-30 % EtOAc:Hept) to give the title compound. MS: cal’d 654 (M Na+), exp 654 (M Na+)

The synthetic route of 110661-91-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MILLER, Thomas; WO2010/68564; (2010); 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. 680217-71-4, name is Ethyl 2-(2,6-difluorophenyl)acetate, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C10H10F2O2

General procedure: To a stirred solution of phenyl acetic acid ethyl ester 1a (1 g, 6.09 mmol) in THF (10 mL) was added LiHMDS (9.1 ml, 1 M sol. in THF, 7.31 mmol) at -78 C and the reaction mixture was stirred at this temperature for 30 min. Ethyl-1-imidazole carboxylate 2 (1.2 g, 9.146 mmol) in dry THF (3 ml) was added drop wise to the reaction mixture at -78 C and stirred at rt for 3 h. The reaction mixture was quenched with saturated ammonium chloride solution and extracted with ethyl acetate. The combined organic layer was washed with water, saturated brine solution, and dried over Na2SO4. The solvent was evaporated under reduced pressure and the crude product was chromatographed on a silica gel column. Elution with 4% ethyl acetate/pet ether gave the pure compound 3a (1.1 g, 81% yield) as a colorless liquid.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 680217-71-4.

Reference:
Article; Behera, Manoranjan; Venkat Ragavan; Sambaiah; Erugu, Balaiah; Rama Krishna Reddy; Mukkanti; Yennam, Satyanarayana; Tetrahedron Letters; vol. 53; 9; (2012); p. 1060 – 1062;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

A common compound: 1731-86-8, name is Methyl undecanoate, belongs to esters-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 1731-86-8

General procedure: The synthesis of the AKGs was performed following the literature with some modifications (Baumann and Mangold 1964; Hanus et al. 2001; Appendino et al. 2003; Parkkari et al. 2006). LiAlH4 (550 mg, 14.5 mmol) was added slowly to a solution of the corresponding methyl ester (3.4 mmol) in anhydrous tetrahydrofuran (15 mL) at 0C and stirred for 1 h and was then left at 20C for 20 h. The reaction mixture was washed with NaOH (10%) followed by HCl (10%) and extracted with diethyl ether (3 × 20 mL); the extract was neutralized with saturated NaHCO3, dried under reduced pressure and purified by CC. The alcohol obtained was subsequently mesylated in absolute pyridine (4.5 mL, 55.6 mmol) at 0C by the addition of MsCl (880 mg, 7.65 mmol) and the solution was maintained for 24 h at 20C. After quenching the reaction with 5 mL of degasified water, the solution was extracted with diethyl ether (4 × 20 mL). The organic phase was washed with H2SO4 (2 N), neutralized, concentrated in vacuo, and the crude mesylate was purified by CC. KOH (127 mg, 2.26 mmol) was added to the chiral precursor (R)-solketal (283 mg, 2.14 mmol) in anhydrous toluene (2 mL). The reaction stirred at 50C for 1 h before the addition of metallic Na (3 mg, 0.15 mmol) followed by the mesylate dissolved in toluene (15 mL), and the resulting mixture was kept at 50C for 72 h. The reaction was quenched with HCl (10%) and extracted with ethyl ether (4 × 20 mL). The organic phase was neutralized, concentrated and purified by CC to give 1-O-alkyl-2,3-O-isopropylidene-sn-glycerol. This intermediate was deprotected in 5 mL of HCl:MeOH (1:10 v/v) and refluxed overnight. After the addition of H2O (10 mL) and extraction with diethyl ether (4 × 20 mL), the organic phase was neutralized, evaporatedto dryness in vacuo, and the residue was purified by CC to afford pure AKGs. Each step in the synthesis was monitored by TLC, and all CC steps were eluted with hexane-toluene-ethyl acetate (10:0:0-0:10:0-0:0:10) mixtures. The structures of the synthesised compounds were confirmed by 1H, 13C APT NMR with COSY, HMQC, HMBC and ESI-MS or HRESI-MS spectra along with the specific optical rotation.

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, 1731-86-8, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Fernandez Montoya, Deicy J.; Contreras Jordan, Luis A.; Moreno-Murillo, Barbara; Silva-Gomez, Edelberto; Mayorga-Wandurraga, Humberto; Natural Product Research; (2019);,
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. 75567-84-9, name is Methyl 3-(4-bromophenyl)propanoate, A new synthetic method of this compound is introduced below., SDS of cas: 75567-84-9

General procedure: Methyl 3-(4-bromophenyl)propanoate31 1 (1.0 equiv) and the appropriate commercially available (substituted-phenyl)boronic acid (1.5 equiv) were dissolved in a mixture of dioxane/EtOH (1:1) (concentration 1 mL/mmol) and 1 M aqueous NaHCO3 (2.0 equiv). To the solution, Pd(PPh3)4 (2.5 mol %) was added and the mixture was heated in the microwave at 100 C for 3 h, after which TLC showed full conversion. The reaction mixture was concentrated in vacuo, acidified to pH = 1 using 1 M HCl (aq), extracted with EtOAc, dried over MgSO4 and concentrated under reduced pressure. Purification by column chromatography eluting with CH2Cl2/Pet. ether (2:1) yielded the desired biphenyl esters as solids.

The synthetic route of 75567-84-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Van Veldhoven, Jacobus P.D.; Liu, Rongfang; Thee, Stephanie A.; Wouters, Yessica; Verhoork, Sanne J.M.; Mooiman, Christiaan; Louvel, Julien; Ijzerman, Adriaan P.; Bioorganic and Medicinal Chemistry; vol. 23; 14; (2015); p. 4013 – 4025;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 55666-42-7, 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. 55666-42-7, name is tert-Butyl 2-bromobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Preparation 2. 4′-Bromomethyl-3′-fluorobiphenyl-2-carboxylic Acid t-Butyl Ester To a solution of 1.0M DCC in DCM (800 mL, 800 mol) cooled at 0 C. was added 2-bromobenzoic acid (2a) (161 g, 800 mmol) followed by DMAP (9.0 g, 740 mmol) and t-butyl alcohol (82.4 mL, 880 mmol). The mixture was stirred at room temperature for 10 minutes, then warmed to room temperature and stirred. After 16 hours, the mixture was then filtered. The organic was washed with saturated NaHCO3 (400 mL), saturated aqueous NaCl, dried over MgSO4, filtered and concentrated under reduced pressure to produce the crude intermediate (2b) as an oil (228.8 g).The crude intermediate (2b) (109.6 g, 426 mmol) and 3-fluoro-4-methylphenyl-boronic acid (72.2 g, 449 mmol) were suspended in isopropyl alcohol (360 mL, 4.7 mmol). A 2.0M solution of sodium carbonate in water (360 mL, 720 mmol) was added and the mixture was degassed under nitrogen. Tetrakis(triphenylphosphine)palladium(0) (4.9 g, 4.3 mmol) was then added and the mixture was stirred at 90 C. for 46 hours. The mixture was cooled to room temperature, diluted with EtOAc (800 mL), and the layers were separated. The organic was washed with saturated aqueous NaCl and concentrated under reduced pressure. The recovered oil was purified by silica gel chromatography (3×4-6% EtOAc:hexanes) to yield intermediate (2c) as a clear oil (93.3 g).Intermediate (2c) (89.8 g, 314 mmol, 1.0 eq) was dissolved in CCl4 (620 mL, 6.4 mol) and was degassed under nitrogen. NBS (55.8 g, 314 mmol) was added, followed by benzoyl peroxide (1.5 g, 6.3 mmol) and the mixture was heated at 90 C. under nitrogen for 7 hours. The reaction was cooled in an ice bath, filtered, and concentrated under reduced pressure. The recovered oil was triturated with 150 mL of 3% EtOAc: hexanes. The solution was chilled at -20 C. for 2 hours, then filtered and washed with cold 3% EtOAc:hexanes solution (200 mL) to yield the title compound as an off white solid (88.9 g). 1H-NMR (CDCl3) delta (ppm): 1.3 (m, 9H), 4.6 (s, 2H), 7.0-7.1 (m, 2H), 7.3 (dd, 1H), 7.4 (m, 1H), 7.5 (m, 1H), 7.8 (dd, 1H).

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, tert-Butyl 2-bromobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Chao, Robert S.; Zhang, Weijiang; US2010/81697; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 59247-47-1, 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 59247-47-1 as follows.

To a 250 mL round-bottom flask ‘.vas added (lS,4R,5R)-5-[[5-cyclopropyl-3-(2-cyclopropyl-6-fluoropheny)-1,2-oxazol-4-y l]methoxy ]-2-azabicyclo[2.2.1]heptan-3-one10 3lle (300 mg, 0.78 mmol, 1.00 equiv.), Pd1(dba)3 (36 mg, 0.04 mmoL 0.05 equiv.),XantPhos (46 mg, 0.08 mmol, 0.10 equiv.), Cs£03 (384 mg, 1.18 mmol, 1.50 equiv.), tol (5mL), and tert-hutyl 4-bromobenzoate (301 mg, 1.17 mmol, 1.50 equiv.). The resultingmixture vvas heated at ll0°C ovemight ·with stirring. After cooling to room temperature, themixture vvas diluted with 50 mL ofH20, extracted with ethyl acetate (100 mL x 2), and the15 combined organic extracts were washed with brine (100 mL x 2), dried, and concentrated.The residue was purified by silica gel column chromatography eluting with ethylacetate/hexane (2: l) to give tert-butyl 4-[(l S,4R,SR)-5-[[ 5-cyclopropyl-3-(2-cyclopropyl-6-fluorophenyl)-1,2-oxazol-4-yl]methoxy ]-3-oxo-2-azabicyclo[2.2.1 ]heptan-2-yl]benzoate 311 f(300 mg, 68percent) as a yellow oil.

According to the analysis of related databases, 59247-47-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ARDELYX, INC.; CHAO, Jianhua; JAIN, Rakesh; HU, Lily; LEWIS, Jason Gustaf; BARIBAULT, Helene; CALDWELL, Jeremy; (582 pag.)WO2018/39386; (2018); 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 55666-43-8 as follows. COA of Formula: C7H13BrO2

Example 6; 7V-Benzyl-3-(4-{[(2R)-2-hydroxy-2-(8-hydroxy-2-oxo-l,2-dihydroquinolin-5- yl)ethyl]amino}piperidin-l-yl)propanamide; i) tert-Butyl 3-(4-oxopiperidin-l-yl)propanoate o To a solution of piperidin-4-one (1 g) in CHCl3 (30 mL) was added fert-butyl 3- bromopropanoate (1.2 mL) followed by triethylamine (1.8 mL). The reaction mixture was heated at reflux for 18 h. The mixture was allowed to cool to room temperature then diluted with EtOAc and H2O and the layers separated. The aqueous material was extracted with further EtOAc (x2) then the combined organic extracts washed with water followed 5 by saturated aqueous NaCl, collected and dried (MgSO4). The volatiles were removed in vacuo to afford the sub-title compound as an orange oil. Yield: 0.92 g 1H NMR (CDCl3) delta 2.81 – 2.75 (m, 6H), 2.47 – 2.42 (m, 6H), 1.46 (s, 9H).

According to the analysis of related databases, 55666-43-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; WO2007/102771; (2007); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 49851-36-7, These common heterocyclic compound, 49851-36-7, name is Methyl 2-(2-aminophenyl)acetate hydrochloride, 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.

ln a 40 mL vial, HATU (2.263 g, 5.95 mmol) was added in one portion at room temperature to a DMF solution (10 mL) of methyl 2-(2-aminophenyl)acetate hydrochloride (CAS 49851-36-7) (1g, 4.96 mmol), 6-chloropyridine-2-carboxylic acid (CAS 4684-94-0) (0.938 g, 5.95 mmol) and DIEA (2.165 mL, 12.40 mmol). The resulting solution was allowed to stir at room temperature (2.5 hr). The reaction was diluted with ethyl acetate, washed with water (twice) and a saturated aq. NaCI solution. The organic phase was dried over sodium sulfate, filtered and concentrated. The residue was purified via FCC (10:1 Heptane/ethyl acetate to 1 :1 Heptane/ethyl acetate) to give the title compound. MS (ESI+) m/z 305.3 (M+H).

Statistics shows that Methyl 2-(2-aminophenyl)acetate hydrochloride is playing an increasingly important role. we look forward to future research findings about 49851-36-7.

Reference:
Patent; NOVARTIS AG; BELANGER, David B.; FLOHR, Stefanie; GELIN, Christine Fang; JENDZA, Keith; JI, Nan; LIU, Donglei; LORTHIOIS, Edwige Liliane Jeanne; KARKI, Rajeshri Ganesh; MAINOLFI, Nello; POWERS, James J.; RANDL, Stefan Andreas; ROGEL, Olivier; VULPETTI, Anna; YOON, Taeyoung; WO2015/9977; (2015); 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. 82702-31-6, name is Methyl 3-bromo-4-fluorobenzoate, A new synthetic method of this compound is introduced below., Formula: C8H6BrFO2

Cesium carbonate ((3.1 g, 9.6 mmol) was added to 2,4-difluorophenol (0.83 g, 6.4 mmol) and methyl 3-bromo-4-fluorobenzoate (1.57 g, 6.7 mmol)In a solution of dimethyl sulfoxide (10 mL). The reaction mixture was stirred at 80 C for 12 hr, then cooled to room temperature, then water (50mL), ethyl acetate (50mL*2). The organic phase was washed with brine (25 mL*4) and evaporated to dryness. The crude product was subjected to column chromatography (peel ether: ethyl acetate = 20:1) to give methyl 3-bromo-4-(2,4-difluorophenoxy)benzoate (1.58 g, 4. 72%).

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; Shanghai Hansen Bio-pharmaceutical Technology Co., Ltd.; Jiangsu Haosen Pharmaceutical Group Co., Ltd.; Sun Changan; Zhang Xiaoyu; Chen Gangsheng; Zong Shumin; (45 pag.)CN109836385; (2019); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 1130165-74-0, 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 1130165-74-0 as follows.

(1) A mixture of ethyl 4-bromo-3-fluorobenzoate (500 mg), tris(dibenzylideneacetone)dipalladium (0) (94 mg), (R)-(+)-(1,1′-binaphthalene-2,2′-diyl)bis(diphenylphosphine) (189 mg), cesium carbonate (1.98 g), (R)-pyrrolidin-3-ol (353 mg), and toluene (5 mL) was stirred for 1 hour under heating and refluxing. The reaction mixture was cooled to room temperature and then the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography [eluent; 70%-30% n-hexane/ethyl acetate] to obtain ethyl (R)-3-fluoro-4-(3-hydroxypyrrolidin-1-yl)benzoate (390 mg) as a brown oily substance. MS (ESI nm/z): 254 (M+H) RT (min): 1.41

According to the analysis of related databases, 1130165-74-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; FUJIFILM Corporation; Ookubo, Megumi; Sekine, Shinichiro; Mashiko, Tomoyuki; Kawai, Hyoei; Fukunaga, Hirofumi; US2020/17459; (2020); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics