Analyzing the synthesis route of 1172623-99-2

The synthetic route of 1172623-99-2 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1172623-99-2,tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-hydroxytetrahydro-2H-pyran-3-yl)carbamate,as a common compound, the synthetic route is as follows.

1H (11.53 g, 35.03 mmol) was dissolved in dichloromethane (130 mL) and cooled to 0 C.Dess-Martin periodinane (29.72 g, 70.06 mmol) was added portionwise to the reaction mixture and allowed to react to room temperature for 4 hours. Cool down to 0 C,Saturated sodium hydrogen carbonate solution (60 mL) was added dropwise to the reaction mixture, stirred for 20 minutes, and filtered.The filtrate was allowed to stand for stratification, and the aqueous phase was extracted with methyl tert-butyl ether (60 mL ¡Á 3).Wash with saturated sodium bicarbonate solution (30 mL ¡Á 2), dry over anhydrous sodium sulfate, and then concentrated by filtration and eluted by column chromatography ( petroleum ether / ethyl acetate (v/v) = 10:1-4:1 ),The white crystalline powder Intermediate 1 (10.85 g, yield 94.7%) was obtained., 1172623-99-2

The synthetic route of 1172623-99-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Sichuan Hai Sike Pharmaceutical Co., Ltd.; Fan Jiang; Feng Jianchuan; Peng Fei; Chen Qingping; (45 pag.)CN105085530; (2019); B;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Analyzing the synthesis route of 1172623-99-2

1172623-99-2, As the paragraph descriping shows that 1172623-99-2 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1172623-99-2,tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-hydroxytetrahydro-2H-pyran-3-yl)carbamate,as a common compound, the synthetic route is as follows.

Step 0: tert-Butyl [(2R,3S)-2-(2,5-difluorophenyl)-5-oxotetrahydro-2H-pvran-3 -yflcarbamateTo 46.8 kg (142 mol) of tert-butyl [(2R,35)-2-(2,5-difluorophenyl)-5-hydroxytetrahydro- 2H-pyran-3-yl]carbamate in a stirred vessel was added acetonitrile (150 kg), acetic acid (50 kg), and water (25 kg). After dissolving at room temperature, the solution was cooled to 0 C and RuC13?3H20 (250 g, 956 mmol) in water (50 kg) was added under nitrogen. Then, NaBrO3 (11.7kg, 77.5 mol) was added in six portions every 1 .5h under nitrogen. After stirring at 0 C for 6h,2-propanol (31 kg) was added over 30 mm. at 0 C. Then, water (720 kg) was added at this temperature over 5h. The resulting slurry was stirred overnight, filtered, and cake washed with water. The solids were then dried under vacuum at 40-60 C to give tert-butyl [(2R,35)-2-(2,5- difluorophenyl)-5-oxotetrahydro-2H-pyran-3 -yl]carbamate.

1172623-99-2, As the paragraph descriping shows that 1172623-99-2 is playing an increasingly important role.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; ARROYO, Itzia; KRUEGER, Davida; CHEN, Ping; MOMENT, Aaron; BIFTU, Tesfaye; SHEEN, Faye; ZHANG, Yanfeng; MERCK SHARPE & DOHME LTD.; WO2013/3249; (2013); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

New learning discoveries about 1172623-99-2

1172623-99-2 tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-hydroxytetrahydro-2H-pyran-3-yl)carbamate 86713019, aTetrahydropyrans compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1172623-99-2,tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-hydroxytetrahydro-2H-pyran-3-yl)carbamate,as a common compound, the synthetic route is as follows.

9.53 g, 35.03 mmol) was dissolved in dichloromethane (130 mL) and reduced to 10 C to 0 C. The Dayton Martin oxidant (29.72 g, 70.06 mm0l) was added in part to the reaction solution. And the reaction was carried out at room temperature for 4 hours. Cooled to 0 C, saturated sodium bicarbonate solution (60 mL) was added dropwise to the reaction solution, stirred for 20 minutes, filtered, the filtrate was The organic phase was washed with saturated sodium bicarbonate solution (30 mL x 2). The organic phase was dried over anhydrous sodium sulfate 15, and the mixture was filtered and the residue was filtered through a solution of sodium tert-butyl sulfate (60 mL x 3) (Nu / nu) = 10: 1-4: 1) to give a white crystalline powder lI (l0.85 g, yield 94.7%)., 1172623-99-2

1172623-99-2 tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-hydroxytetrahydro-2H-pyran-3-yl)carbamate 86713019, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; SICHUAN HAISCO PHARMACEUTICAL CO., LTD; ZHANG, CHEN; FAN, JIANG; LI, CAI-HU; WEI, YONG-GANG; (99 pag.)TW2017/8222; (2017); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Simple exploration of 1172623-99-2

The synthetic route of 1172623-99-2 has been constantly updated, and we look forward to future research findings.

1172623-99-2, tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-hydroxytetrahydro-2H-pyran-3-yl)carbamate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 1 Hg (11.53 g, 35.03 mmol)Was dissolved in dichloromethane (130 mL) and cooled to 0 C. Dess-Martin periodinane (29.72 g, 70.06 mmol) was added portionwise to the reaction solution and allowed to warm to room temperature for 4 hours The Down to 0 C,The saturated sodium bicarbonate solution (60mL) was added dropwise to the reaction solution, stirred for 20 minutes, filtered, the filtrate was allowed to stand and the aqueous phase was extracted with methyl tertiary butyl ether (60 mL chi 3) (30 mL chi 2). The organic phase was dried over anhydrous sodium sulfate, filtered and concentrated. Column chromatography (petroleum ether / ethyl acetate (nu / nu) = 10: 1 – 4: 1) to give white crystalline powder intermediate 1 (10.85 g, yield 94.7%), 1172623-99-2

The synthetic route of 1172623-99-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SICHUAN HAISCO PHARMACEUTICAL CO., LTD; FAN, JIANG; FENG, JIAN-CHUAN; PENG, FEI; CHEN, QING-PING; (89 pag.)TW2017/8224; (2017); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 1172623-99-2

The synthetic route of 1172623-99-2 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1172623-99-2,tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-hydroxytetrahydro-2H-pyran-3-yl)carbamate,as a common compound, the synthetic route is as follows.

Step 6: Ru Oxidation to Provide 9; To a solution of the alcohol 8 (40.0 g, 121.4 mmol) in CH3CN (120 mL), AcOH (20 mL), and H2O (20 mL) was added a solution of RuCl3 (50.4 mg, 0.243 mmol) in H2O (40 mL) at 0 C. NaBrO3 (9.2 g, 60.7 mmol) was added in portions at 0 C. The resulting reaction mixture was stirred at 0 C. until a complete consumption of alcohol 8 was achieved by HPLC. H2O (600 mL) was added dropwise over 5 h at 0 C. The slurry was aged overnight at 0 C. The product was collected by filtration, washed with CH3CN/H2O=1/9 (200 mL¡Á2), and dried under vacuum to give 9. 9 has two rotomers in DMSO in about a 4:1 ratio at ambient temperature. For the major rotomer of 9: 1H NMR (500 MHz, DMSO-d6): delta 7.27 (m, 1H), 7.20 (m, 2H), 7.12 (d, J=9.2 Hz, 1H), 4.76 (d, J=9.5 Hz, 1H), 4.19 (d, J=16.1H), 4.10 (d, J=16.1 z, 1H), 4.05 (m, 1H), 2.76 (dd, J=16.4, 6.2 Hz, 1H), 2.71 (dd, J=16.4, 10.1 Hz, 1H), 1.20 (s, 9H). 13C-NMR (125 MHz, d6-DMSO): delta 205.4, 158.0 (d, J=236.9 Hz), 156.2 (dd, J=241.8, 1.8 Hz), 154.2, 127.8 (dd, J=16.0, 8.0 Hz), 116.6 (dd, J=25.2, 8.0 Hz), 116.2 (dd, J=23.4, 8.0 Hz), 115.2 (dd, J=24.0, 3.1 Hz), 77.9, 74.5, 73.6, 50.6, 44.1, 27.9.

The synthetic route of 1172623-99-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Xu, Feng; Kim, Mary M.; Kohmura, Yoshinori; Sladicka, Tricia; Rosen, Jonathan D.; Zacuto, Michael J.; US2009/187028; (2009); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Simple exploration of 1172623-99-2

1172623-99-2 tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-hydroxytetrahydro-2H-pyran-3-yl)carbamate 86713019, aTetrahydropyrans compound, is more and more widely used in various.

1172623-99-2, tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-hydroxytetrahydro-2H-pyran-3-yl)carbamate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1H (11.53 g, 35.03 mmol) was dissolved in dichloromethane (130 mL), cooled to 0 C A dess martin oxidant (29.72 g, 70.06 mmol)Was added to the reaction solution in portions and allowed to stand at room temperature for 4 hours.The solution was cooled to 0 C, saturated sodium bicarbonate solution (60 mL) was added dropwise to the reaction mixture, stirred for 20 minutes, filtered, the filtrate was allowed to stand,The aqueous phase was extracted with methyl tertiary butyl ether (60 mL x 3) and the combined organic phases were washed with saturated sodium bicarbonate solution (30 mL x 2). The organic phase was dried over anhydrous sodium sulfate,(10.85 g, yield 94.7%) as a white crystalline powder, and the residue was purified by column chromatography (petroleum ether / ethyl acetate (v / v) = 10: 1-4: 1).

1172623-99-2 tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-hydroxytetrahydro-2H-pyran-3-yl)carbamate 86713019, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; Sichuan Haisco Pharmaceutical Co.,Ltd; FAN, JIANG; CHEN, QINGPING; JIANG, WEI; ZHENG, SUXIN; YE, FEI; (128 pag.)TW2017/8221; (2017); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics