Day: September 1, 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.61363-56-2,2H-Pyran-3,5(4H,6H)-dione,as a common compound, the synthetic route is as follows.

In a 5 mL reaction tube was added acetic acid (5 ml) followed by (E)-ferf-butyl 1-(4-(3- (dimethylamino)-2-phenylacryloyl)phenyl)cyclobutylcarbamate (750 mg, 1.783 mmol), 2H-pyran-3,5(4H,6H)-dione (305 mg, 2.68 mmol), ammonium acetate (412 mg, 5.35 mmol) and molecular sieves (100 mg) to give a brown suspension. The reaction mixture was stirred at 100C under a nitrogen atmosphere for 2 hours, then allowed to cool to room temperature and concentrated under reduced pressure. The residue was partitioned between water (10 mL) and dichloromethane (10 mL) and decanted from the molecular sieves. The layers were separated and the aqueous phase extracted into dichloromethane (2 x 10 mL). The combined organic phases were washed with saturated sodium bicarbonate solution (2 x 10 mL), brine (10 mL), dried over Na2S04, filtered and concentrated to dryness under reduced pressure to give a yellow/brown solid. This was purified twice by Biotage chromatography (cyclohexane:ethyl acetate, gradient elution from 93:7 to 60:40) and then preparative HPLC (Method F) to give the desired product as a white solid (12 mg, 1.4% yield). H-NMR (500 MHz, CDCI3) delta 8.29 (1 H, s), 7.16-7.41 (9H, m), 5.05 (2H, s), 5.02 (1 H, br s), 4.44 (2H, s), 2.21-2.66 (4H, br m), 2.01-2.16 (1 H, m), 1.74-1.88 (1 H, m), 1.10-1.50 (9H, br m)., 61363-56-2

61363-56-2 2H-Pyran-3,5(4H,6H)-dione 325287, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; ALMAC DISCOVERY LIMITED; ZHANG, Lixin; TREVITT, Graham, Peter; MIEL, Hughes; BURKAMP, Frank; HARRISON, Timothy; WILKINSON, Andrew, John; FABRITIUS, Charles-Henry; WO2011/77098; (2011); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

25637-16-5, 4-Bromotetrahydropyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[00315] To 2.8h (30 mg, 0.079 mmol) and 4-bromotetrahydro-2H-pyran (91 mg , 0.552 mmol) in DMSO (Volume: 1 ml_), cesium carbonate (90 mg, 0.276 mmol) was added and stirred at 60 C for 2 hours or until done by LCMS. The crude solution containing the desired product 2.16a was taken to the next step, assume in quantitative yield, used as is. LC-MS (m/z): 465.4 [M+H]+, 0.89 min.

25637-16-5, As the paragraph descriping shows that 25637-16-5 is playing an increasingly important role.

Reference£º
Patent; NOVARTIS AG; FU, Jiping; KARUR, Subramanian; PFISTER, Keith Bruce; (110 pag.)WO2018/73753; (2018); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.101691-94-5,4-(Iodomethyl)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

In a round bottom flask under argon was placed tetrahydrofuran (50 mL) and 1,1,1,3,3,3-hexamethyldisilazane (3.21 mL, 15.33 mmol) and it was cooled to -78 C. in a dry ice/acetone bath. To this cooled solution was then added n-butyl lithium (2.5 M solution in hexanes, 5.8 mL, 14.38 mmol) and it was stirred for 15 min at -78 C. To this cooled solution was then added a solution of (3,4-dichloro-phenyl)-acetic acid methyl ester (prepared as in PCT WO 2003/095438 A1, Example 1, 3.00 g, 13.69 mmol) in tetrahydrofuran (40 mL) dropwise. This was then stirred for 10 min at -78 C. then at 0 C. for 45 min which resulted in an amber solution. After such time, the reaction was cooled back to -78 C. and a solution of 4-iodomethyl-tetrahydro-pyran (prepared as in PCT WO 2003/095438 A1, Example 20, 3.71 g, 16.43 mmol) in 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (2.5 mL, 20.54 mmol) was added dropwise at -78 C. The reaction was then allowed to slowly warm to 0 C. and it was stirred for 16 h. After such time, the reaction was diluted with ethyl acetate (500 mL) and washed with a saturated aqueous ammonium chloride solution (1¡Á100 mL) followed by a saturated sodium chloride solution wash (1¡Á100 mL). The organics were dried over sodium sulfate, filtered and then concentrated in vacuo. Flash column chromatography (Merck Silica gel 60, 230-400 mesh, 10% ethyl acetate/hexanes to 20% ethyl acetate/hexanes) afforded 2-(3,4-dichloro-phenyl)-3-(tetrahydro-pyran-4-yl)-propionic acid methyl ester (2.26 g, 52%) as a gold viscous oil: 1H NMR(300 MHz, CDCl3) delta ppm 1.22-1.47 (m, 3 H, CH2 and CH of CH2), 1.54-1.75 (m, 3 H, CH2 and CH of CH2), 1.96-2.07 (m, 1 H, CH), 3.25-3.36 (m, 2 H, OCH2), 3.64 (t, J=7.4 Hz, 1 H, ArCH), 3.89-3.97 (m, 2 H, OCH2), 7.15 (dd, Jo=8.3 Hz, Jm=2.0 Hz, 1 H, Ar), 7.37-7.42 (m, 2 H, Ar)., 101691-94-5

101691-94-5 4-(Iodomethyl)tetrahydro-2H-pyran 2795507, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; Berthel, Steven Joseph; Kester, Robert Francis; Murphy, Douglas Eric; Prins, Thomas Jay; Ruebsam, Frank; Sarabu, Ramakanth; Tran, Chinh Viet; Vourloumis, Dionisios; US2008/21032; (2008); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

220641-87-2, N-Methyltetrahydro-2H-pyran-4-amine is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

IV.2 (2, 2-Difluoro-propyl)-[5-(4,4, 5, 5-tetramethyl-[1, 3, 2]dioxaborolan-2-yl)- p rimidin-2-yl]-amine A mixture of 70 mg (0.29 mmol) 2-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2- yl)pyrimidine, 42 mg (0.32 mmol) 2,2-difluoro-propylamine hydrochloride, 0.13 ml (0.93 mmol) triethylamine and dioxane is heated to 90C for 1 h. After cooling to RT the reaction mixture is diluted with aqueous NaCI solution. The precipitate is filtered off, washed with water and dried . Yield: 1 10 mg (126%), ESI-MS: m/z = 218 (M+H)+, Rt(HPLC): 0.30 min (HPLC-B), 220641-87-2

220641-87-2 N-Methyltetrahydro-2H-pyran-4-amine 6991950, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BLUM, Andreas; GODBOUT, Cedrickx; HEHN, Joerg, P.; PETERS, Stefan; (74 pag.)WO2017/194453; (2017); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

14774-37-9, Tetrahydropyran-4-methanol is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a ooc solution of (tetrahydro-2H-pyran-4-yl)methanol (1.1 g, 9.47mmol) in anhydrous DCM was added DMAP (-3 mg, cat.) and TEA (1.9 g, 18.94 mmol),followed by TsCI (1.8 g, 9.5mmol). The mixture was stirred at room temperature overnight.The solvent was removed and the residue purified by flash chromatography (silica gel, 0-40% ethyl acatate in petroleum ether) to afford tetrahydro-2H-pyran-4-yl)methyl 4-methylbenzenesulfonate (1.2 g, yield,47%) as a white solid.LCMS (ESI) m/z: 271.17 (M +1t., 14774-37-9

The synthetic route of 14774-37-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CATALANO, John G.; DICKSON, Hamilton D.; KAZMIERSKI, Wieslaw Mieczyslaw; LEIVERS, Martin R.; WEATHERHEAD, John Gordon; (389 pag.)WO2018/154466; (2018); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

388109-26-0, Ethyl 3-oxotetrahydro-2H-pyran-4-carboxylate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of methyl 5-(3-methoxy-3-oxopropyl)tetrahydrofuran-2-carboxylate (3 g, 17.4 mmol) and H4OCO H2 (2.65 g, 34.9 mmol) in MeOH (20 mL) was stirred at 25C for 2 h. The mixture was concentrated under reduced pressure. The residue was purified by silica gel chromatography (eluting with 5: 1 petroleum ether/ethyl acetate) to give the product. XH MR (400MHz, CD3OD) delta 4.17 – 4.03 (m, 4H), 3.73 (t, J=5.5 Hz, 2H), 2.37 – 2.19 (m, 2H), 1.24 (t, J=7.0 Hz, 3H)., 388109-26-0

388109-26-0 Ethyl 3-oxotetrahydro-2H-pyran-4-carboxylate 21362493, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; SEBHAT, Iyassu, K.; ARASAPPAN, Ashok; HOYT, Scott, B.; WILKENING, Robert, R.; DEMONG, Duane; (143 pag.)WO2018/63955; (2018); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.137052-08-5,1-(Tetrahydro-2H-pyran-4-yl)ethanone,as a common compound, the synthetic route is as follows.

In a flask made of glass having an inner volume of 500 ml and equipped with a stirring device, a thermometer, a dropping funnel and a distillation device were charged 35.0 g (273 mmol) of 4-acetyltetrahydropyran synthesized in the same manner as in Example 4, 280.0 g (3.1 mol) of dimethyl carbonate and 16.3 g (302 mmol) of sodium methoxide, and the mixture was reacted at 80 to 85C for 2 hours with distilling by-producing methanol off. After completion of the reaction, the reaction mixture was cooled to 5 to 10C, and to the reaction mixture were added 175 ml of toluene, 55 ml (330 mmol) of 6 mol/l hydrochloric acid and 35 ml of water in this order. After the organic layer was separated, the aqueous layer was extracted twice with 70 ml of toluene. The organic layer was concentrated under reduced pressure, and the concentrate was purified by silica gel column chromatography (Eluent; hexane/ethyl acetate=1/1 (volume ratio)) to give 40.9 g (Isolation yield: 76%) of methyl 3-(4-tetrahydropyranyl)-3-oxopro-panoate with a purity of 93.9% (analytical value by differential diffractometry) as a colorless liquid. Methyl 3-(4-tetrahydropyranyl)-3-oxopropanoate is a novel compound shown by the following physical properties. CI-MS (m/e); 187 (M+1) 1H-NMR (CDCl3, delta (ppm)); 1.68 to 1.82 (4H, m), 2.66 to 2.72 (1H, m), 3.38 to 3.47 (2H, m), 3.51 (2H, s), 3.75 (3H, s), 3.97 to 4.04 (2H, m)

137052-08-5, 137052-08-5 1-(Tetrahydro-2H-pyran-4-yl)ethanone 9877365, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; Ube Industries, Ltd.; EP1700852; (2006); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

624734-17-4,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.624734-17-4,3-Methoxydihydro-2H-pyran-4(3H)-one,as a common compound, the synthetic route is as follows.

3-Methoxy-tetrahydro-pyran-4-one (1 g, 7.68 mmol), commercially available (R)-(+)-l- phenylethylamine (0.99 ml, 7.68 mmol) and Raney-Nickel (200 mg) in 10 ml of dry ethanol were stirred under a hydrogen atmosphere (5 bar) for 15 days. The reaction mixture was diluted with 20 ml of methanol and 20 ml of tetrahydrofurane, stirred for 15 minutes, filtered on a celite pad and concentrated under vacuum. The crude product was loaded on a SCX cartridge (50g). The cartridge was washed with methanol and the desired product was eluted with a 7 M solution of ammonia in methanol. The basic organic phase was concentrated under vacuum and the crude product was purified by flash chromatography(dichloromethane/methano 1= 98/2%) to obtain 710 mg (3.02 mmol) of the desired product as single stereoisomer (diastereoisomeric purity confirmed and relative cis configuration assigned by NMR).GC/MS (method 3B) Rt = 35.04 min

As the paragraph descriping shows that 624734-17-4 is playing an increasingly important role.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; EBEL, Heiner; FRATTINI, Sara; GERLACH, Kai; GIOVANNINI, Riccardo; HOENKE, Christoph; SANTAGOSTINO, Marco; SCHEUERER, Stefan; TRIESELMANN, Thomas; WO2011/73155; (2011); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.388109-26-0,Ethyl 3-oxotetrahydro-2H-pyran-4-carboxylate,as a common compound, the synthetic route is as follows.

388109-26-0, To the intermediate 4 (500 mg, 1.87 mmol) in EtOH (50 mL), ethyl 3-oxotetrahydro-2H- pyran-4-carboxylate (0.55 mL, 3.74 mmol, 2 eq.) and AcOH (1.07 mL, 18.69 mmol, 10 eq.) were added. The reaction mixture was stirred at reflux for 2 hours then cooled to room temperature and evaporated under reduce pressure. The residue was triturated in DIPE. Theprecipitate was filtered to give intermediate 44 (675 mg, 100 % pure, 96 % yield).LCMS (M + 1) = 375.1H NMR (400 MHz, DMSO-d6) oe ppm 1.31 – 1.47 (m, 11 H) 1.56 (br. s., 2 H) 1.70 (d,J5.06 Hz, 1 H) 2.32 (d, J12.98 Hz, 1 H) 2.44 – 2.48 (m, 2 H) 2.70 – 2.88 (m, 1 H) 3.81 -3.96 (m, 3 H) 4.51 (s, 2 H) 5.32 (br. s., 1 H) 5.77 (s, 1 H) 12.08 (br. s., 1 H).

The synthetic route of 388109-26-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; JANSSEN SCIENCES IRELAND UC; TAHRI, Abdellah; VENDEVILLE, Sandrine, Marie, Helene; JONCKERS, Tim, Hugo, Maria; RABOISSON, Pierre, Jean-Marie, Bernard; DEMIN, Samuel, Dominique; HU, Lili; (68 pag.)WO2016/91791; (2016); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

1228779-96-1, 3-Nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Into a 40-mL round-bottom flask, was placed 4-(4- ((4?-chloro-5 ,5-dimethyl-3 ,4,5,6-tetrahydro- [1,1 ?-biphenylj -2-yl)methyl)piperazin- 1 -yl) -2-(3 – methoxy-3 ,4-dthydro-2H-pyrrolo [3?,2?:5,6 jpyrido [2,3-bj [1 ,4joxazepin- 1 (7H)-yl)benzoic acid (50 mg, 0.08 mmol, 1 equiv), DCM (3 mL), 3-nitro-4-[[(oxan-4-yl)methyljaminojbenzene-1- sulfonamide (25.2 mg, 0.08 mmol, 1.00 equiv), EDCI (30.6 mg, 0.16 mmol, 2 equiv), DMAP (39.0 mg, 0.32 mmol, 4 equiv). The resulting solution was stirred for overnight at 25 degrees C. The resulting mixture was concentrated under vacuum. The residue was applied onto a silica gel column with dichloromethane/methanol(10:1). The crude product was purified by Flash-PrepHPLC with the following conditions (IntelFlash-1): Column, C18 reversed phase column; mobile phase, Water (1OMMOL/L NH4HCO3+0.05%NH3.H20) and CH3CN (20.0% CH3CN up to 90.0% in 30 mm); Detector, UV 220 nm. This resulted in 32 mg (40.0%) of 4-(4-((4?-chloro- 5 ,5-dimethyl-3 ,4,5,6-tetrahydro- [1,1 ?-biphenylj -2-yl)methyl)piperazin- 1 -yl) -2-(3 -methoxy-3 ,4- dthydro-2H-pyrrolo [3?,2?:5,6 jpyrido [2,3-bj [1 ,4 joxazepin- 1 (7H)-yl)-N-((3-nitro-4-(((tetrahydro- 2H-pyran-4-yl)methyl)amino)phenyl)sulfonyl)benzamide as a yellow solid. LC-MS: (ES, m/z):M+1=953, R,T= 3.44 mm. ?H NMR (300 MHz, DMSO-d6 ppm) 11.00 (ds, 1H), 8.56 (s, 2H), 7.47-7.44 (m, 2H), 7.36-7.33 (m, 2H), 7.08-7.04 (m, 3H), 6.78-6..65 (m, 2H), 6.57-6.54 (m, 1H),6.43 (s, 1H), 6.04 (s, 1H), 4.05-3.15 (m, 20H), 3.13 (s, 1H), 2.70-2.35 (m, 4H), 2.03 (s, 3H),1.92-1.90 (m, 1H), 1.89-1.87 (m, 2H), 1.7 1-1.67 (m, 2H), 1.53-1.45 (m, 3H), 0.97 (s, 6H)., 1228779-96-1

As the paragraph descriping shows that 1228779-96-1 is playing an increasingly important role.

Reference£º
Patent; NEWAVE PHARMACEUTICAL INC.; CHEN, Yi; LOU, Yan; (108 pag.)WO2019/40550; (2019); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics