Tag: M.W:300-400

915095-89-5,915095-89-5, (S)-3-(4-(5-Bromo-2-chlorobenzyl)phenoxy)tetrahydrofuran is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Take (S)-3-(4-(5-bromo-2-chlorobenzyl)phenoxy) tetrahydrofuran 183kg,400kg anhydrous THF/toluene (1:4) was added to the nitrogen-dried 3000 litre reactor.The liquid nitrogen was cooled to -78, and hexane solution of 1. 6 mol¡¤L-1 n-butyllithium was slowly added dropwise.Stirring was continued at this temperature for 1 h; 600 kg of a 2,3,4,6-tetra-O-trimethylsilyl-D-glucono-lactone (256 kg) in toluene solution cooled to -78C was slowly added dropwise to the above 600 kg. In the reaction solution,-78 reaction for 3 h, after the basic reaction of TLC detection is completed,At this temperature is added 500kg of methanesulfonic acid in methanol solution (methanesulfonic acid 225kg + methanol 275kg);The reaction was stirred at 0 C 4h, and then warmed to 40 C stirred reaction 6h;5 mol?L-1 sodium hydroxide aqueous solution was added to the reaction solution, and the pH was adjusted to 7-8; stirring for 30 min,Extract with ethyl acetate (300kg¡Á2)The organic phase is washed with saturated aqueous sodium chloride solution until neutral, then dried over anhydrous sodium sulfate and filtered.The filtrate was concentrated to dryness to give 208 kg of a light yellow viscous oil with a yield of 87%.

915095-89-5 (S)-3-(4-(5-Bromo-2-chlorobenzyl)phenoxy)tetrahydrofuran 15941217, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; Jiangsu Engineering Polytechnic College; Feng Chengliang; Yan Bin; (12 pag.)CN107652278; (2018); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

915095-89-5,915095-89-5, (S)-3-(4-(5-Bromo-2-chlorobenzyl)phenoxy)tetrahydrofuran is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 2.90 g (S)-3-[4-(5-bromo-2-chloro-benzyl)-phenoxy]-tetrahydrofuran in 4 mL of THF at 0 to 20 C. (or alternatively at 20 C.), is slowly charged 8.4 mL of 1.0 M i-PrMgCl/LiCl in THF. The reaction is stirred at 20 C. for 16 hours and cooled to -23 C. 4.3 g of 2,3,4,6-tetrakis-O-(trimethylsilyl)-D-glucopyranone in 2 mL of THF is added dropwise. The reaction is then stirred at -20 C. for 2 h. Aqueous NH4Cl solution (25 weight-%, 12 mL) is added to quench the reaction. MTBE (8 mL) is added and the organic layer is separated. The aqueous layer is extracted with EtOAc (30 mL). The combined organic phases are dried over MgSO4 and concentrated.

915095-89-5 (S)-3-(4-(5-Bromo-2-chlorobenzyl)phenoxy)tetrahydrofuran 15941217, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; Boehringer Ingelheim International GmbH; US2006/258749; (2006); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.915095-89-5,(S)-3-(4-(5-Bromo-2-chlorobenzyl)phenoxy)tetrahydrofuran,as a common compound, the synthetic route is as follows.

915095-89-5, (3S) -3- [4-[(2-chloro-5-iodophenyl) methyl] phenoxy] tetrahydrofuran (1.0 g, 2.72 mmol), tetrahydrofuran (16 mL),PMDTA (1.2mL, 1.5equiv) was added to a 250mL three-necked bottle in sequence, and after replacing the air in the reaction bottle with nitrogen,The temperature of the cold trap is controlled at about -78 C, and 2.5M n-butyllithium (1.6mL, 1.5equiv) is slowly added dropwise and stirred for about 1h.TMS-protected gluconolactone 4 (1.5 g, 1.3 equiv) and toluene (16 mL) were added to another 50 mL round bottom flask and mixed well, and the temperature of the cold trap was controlled at about -78 C.The toluene solution of 4 was slowly dropped into a three-necked flask, keeping the temperature unchanged, and stirred for 2h.Keeping the temperature unchanged, methanol (10 mL) was slowly dropped into a three-necked flask and stirred for 20 min.Then the temperature rose to about -20 C, and a 15% citric acid aqueous solution (50 mL) was slowly dropped into the three-necked flask. After the drop was completed, the temperature was raised to room temperature and stirred for 2 hours.Then, a saturated sodium bicarbonate aqueous solution (100 mL) was slowly dropped into a three-necked flask, and the drop was completed, and stirred for 20 min.Transfer the reaction solution to a 250mL separatory funnel, let stand for layer separation, separate the organic phase, and extract the aqueous phase with ethyl acetate,The organic phases were combined and washed three times with brine, and the organic phase was dried over anhydrous magnesium sulfate.After filtering off the desiccant, the solvent was removed by rotary evaporation to obtain a yellow oil.

As the paragraph descriping shows that 915095-89-5 is playing an increasingly important role.

Reference£º
Patent; Shenyang Pharmaceutical University; Ren Xuhong; Zhang Letian; (8 pag.)CN111040000; (2020); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.915095-89-5,(S)-3-(4-(5-Bromo-2-chlorobenzyl)phenoxy)tetrahydrofuran,as a common compound, the synthetic route is as follows.

Take (5)-3-(4-(5-bromo-2-chlorobenzyl)phenoxy) tetrahydrofuran (91 kg), anhydrous tetrahydrofuran/toluene (200 kg (1:4)), and add it to a nitrogen-dried 2000-liter reactor. , Liquid nitrogen was cooled to -78 C, was slowly added dropwise 1. 6 mol-L” 1 n-butyllithium hexane solution 120L, maintaining the temperature stirred for 1h;A 300 kg toluene solution of 2,3,4,6-tetra-O-trimethylsilyl-D-glucono lactone (130 kg) cooled to -78C was slowly added dropwise to the above reaction solution, -78 C reaction 3 h, TLC test after the completion of the basic reaction, at this temperature was added 300kg of methanol solution of methanesulfonic acid (methanesulfonic acid 115kg + methanol 185kg); stirred at 0 C reaction 4.0h, and then heated to 40 C The reaction was stirred for 6 h. After the reaction was completed, 5 mol.I/1 aqueous sodium hydroxide solution was added to the reaction solution to adjust the pH to 7 – 8; stirred for 30 min, extracted with ethyl acetate (200 kg X 2), and the organic phase was washed with a saturated aqueous solution of sodium chloride. Neutral, then dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated to dryness to give 100 kg of pale yellow viscous oil in a yield of 84%., 915095-89-5

As the paragraph descriping shows that 915095-89-5 is playing an increasingly important role.

Reference£º
Patent; Jiangsu Engineering Polytechnic College; Feng Chengliang; Yan Bin; (12 pag.)CN107652276; (2018); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

915095-89-5, (S)-3-(4-(5-Bromo-2-chlorobenzyl)phenoxy)tetrahydrofuran is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Add 36.6g of compound of Formula 5, 350ml of dioxane, 38g of bis(pinacolato)diboron(formula 6), 30g of potassium acetate, 1.47g of dppfPdCl, and heat up the oil bath to 100 with nitrogen filling. The reaction was carried out at a temperature of 8 C for 8 hours. After the reaction, the temperature was lowered to room temperature, filtered, and the filtrate was washed with water and concentrated to obtain a yellow solid, which was refined by adding ethanol to obtain a white solid (Formula 7), 26.1 g. The yield was 71.3%. HPLC: 98.6%., 915095-89-5

915095-89-5 (S)-3-(4-(5-Bromo-2-chlorobenzyl)phenoxy)tetrahydrofuran 15941217, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; Huanggang Luban Pharmaceutical Co., Ltd.; Yang Xiaolong; Pei Pibing; Zhang Jianjun; Yang Tiebo; Chen Qian; (22 pag.)CN110698467; (2020); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.915095-89-5,(S)-3-(4-(5-Bromo-2-chlorobenzyl)phenoxy)tetrahydrofuran,as a common compound, the synthetic route is as follows.

915095-89-5, To the solution of (S)-3-(4-(5-bromo-2-chlorobenzyl)phenoxy)tetrahydrofuran in tetrahydrofuran n-BuLi (2.5 mol) in hexane added at a rate that maintained the reaction temperature below -90C followed by addition of 2,3,4,6-tetra-0-trimethylsilyl-P-D- glucolactone in toluene at a rate that maintained the reaction temperature below -90C. The solution was stirred for 30 min at -95C prior to quenching by addition of methanol containing methanesulfonic acid. The reaction mixture was stirred overnight as the temperature raise to 20C. After completion of reaction, the reaction was quenched by the addition of triethylamine and distilled it out under vacuum. To the obtained residue water was added and extracted thrice with ethylacetate. The combined ethylacetate fractions were washed with brine and dried over sodium sulfate. The reaction mixture was concentrated to provide formula C in the form oil. To the methylenechloride solvent, aluminum chloride was added in one lot and cooled the mass to the temperature 0C to 10C. To the prepared solution acetonitrile was added followed by addition of triethyl silane at a rate such that the temperature was maintained between 0C to 10C. Mixed the above prepared complex with oil of formula C and stirred for 2 h. When HPLC analysis revealed that the reaction was completed, the reaction was quenched by addition of 50% aqueous hydrochloric acid solution. Aqueous layer was extracted with methylenechloride. Combined organic layer washed with 5% aqueous hydrochloric acid solution followed by water and brine. The organic layer was distilled and the obtained residue was added methylenechloride, acetic anhydride and dimethylaminopyridine, pyridine and stirred for 5-6 h. Water was added to the reaction mixture and layers were separated. The methylenechloride layer was distilled and ethanol was added to it followed by heating to 55-60C. The reaction mixture was cooled, filtered and dried to obtain acetylated empagliflozin of formula F.Yield: ~ 58%. Purity (by HPLC): >99.8%

The synthetic route of 915095-89-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PIRAMAL ENTERPRISES LIMITED; GHARPURE, Milind; SHARMA, Sanjay Kumar; VISHWASRAO, Sandesh; VICHARE, Prasad; VARAL, Dipak; (24 pag.)WO2018/207111; (2018); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem