Day: September 4, 2020

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

A dry 50 mL flask under nitrogen was charged with magnesium (197 mg, 8.11 mmol) and a crystal of iodine. The solids were stirred vigorously while being warmed with the heat gun to aerosolize the iodine. Upon cooling to room temperature, it was treated with THF (4 mL). The mixture was warmed with a heat gun and treated with a solution of 4-bromotetrahydro-2H-pyran (0.678 mL, 6.08 mmol) in THF (4 mL) dropwise via a dry addition funnel. When addition was complete, the mixture was placed in a preheated oil bath, and the mixture held at reflux for 30 min. After cooling to room temperature, the solution was transferred to a stirred solution of N,2-dimethoxy-N-methylacetamide (270 mg, 2.03 mmol) in THF (12 mL) at -78 C. After stirring for 5 min, the ice bath was removed and the reaction allowed to warm to room temperature. The reaction was placed in a 0 C. bath, quenched by addition of sat. aq. ammonium chloride, concentrated, diluted with EtOAc, washed with water, then brine, dried over magnesium sulfate, filtered, and concentrated to give 260 mg (81%) as clear oil. Material was used without purification. 1H NMR (400 MHz, CDCl3) delta 4.11 (s, 2H), 4.05-4.0 (m, 2H), 3.5-3.44 (m, 2H), 3.45 (s, 3H), 2.8 (m, 1H), 1.64 (m, 2H), 1.32 (m, 2H)., 25637-16-5

25637-16-5 4-Bromotetrahydropyran 13349654, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; Norris, Derek J.; Delucca, George V.; Gavai, Ashvinikumar V.; Quesnelle, Claude A.; Gill, Patrice; O’Malley, Daniel; Vaccaro, Wayne; Lee, Francis Y.; DeBenedetto, Mikkel V.; Degnan, Andrew P.; Fang, Haiquan; Hill, Matthew D.; Huang, Hong; Schmitz, William D.; Starrett, JR., John E.; Han, Wen-Ching; Tokarski, John S.; Mandal, Sunil Kumar; (220 pag.)US2016/176864; (2016); 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.125995-03-1,Atorvastatin lactone,as a common compound, the synthetic route is as follows.

To lactone intermediate (V) ( 100 g, 0.185 mol) dissolved in methanol ( 500 ml ) was slowly added sodium hydroxide ( 8.0 g dissolved in 80 ml water ) at 25 to 30 0C and the reaction mass was stirred at 45 to 5O0C for 2 hrs when the HPLC indicated the reaction to be complete. Methanol was distilled off under vacuum, water (100.0 ml) and methanol (100.0 ml) were added and the solution was extracted twice with methyl tertiary butyl ether ( 500 ml and 125 ml each), the combined MTBE layer was washed with a mixture of water ( 90 ml) and methanol (10 ml). The pH of the combined aqueous layer was adjusted to 7.8 to “6.2 with 6N hydrochloric acid and the mixture was diluted with methanol (1.0 It ) and then suspension of calcium acetate (16.0 g in 1.0 It water) was added to the reaction mixture at 25 to 3O0C. The mixture was then poured into water ( 2.0 It ), extracted with dichloromethane ( 2 x 1.5 It) and the combined dichloromethane layer was concentrated at 40 to 42 0C to approx 700 ml. The concentrated solution was fine filtered through Whatman filter, cooled to 10 to 150C and diisopropyl ether (3.0 It) was slowly added keeping the temperature below 150C. The mixture was stirred for 15 min at 10 to 150C, centrifuged, washed with cold diisopropyl ether (100 ml) and dried under vacuum at 55 to 6O0C for 24 hrs to obtain amorphous Atorvastatin calcium as a white to off white powder. Yield: 98.72 g (92.21 %); Purity (HPLC): 99.45 %, Assay (HPLC): 99.1%. Calcium content: 3.30 %; Moisture content (by K.F):1.12 %; Residual solvents: Methanol < 0.05 %, THF < 0.05 %, Dichloromethane < 0.02 %, Diisopropyl ether < 0.02 %., 125995-03-1

The synthetic route of 125995-03-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MOREPEN LABORATORIES LIMITED; WO2006/48893; (2006); A2;,
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.5631-96-9,2-(2-Chloroethoxy)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

5631-96-9, EXAMPLE 2 ll- (4- [2- (2-hydroxyethoxy) ethyl]-l- piperazinyl) dibenzo [b, f] [1, 4] thiazepine (base Quetiapine) To 10.43 g (63.4 mmols) of 2- (2-CHLOROETHOXY)-TETRAHYDRO- 2H-pyrane are added successively 5 g (14. 7 mmols) of 2- (4- dibenzo [B, F] [1. 4] THIAZEPINE-11-IL-PIPERAZINE-1-IL) ethanol, 5 g of powdered potassium hydroxide and 0.49 g 18-corona-6 catalyst. The mixture is heated at 40C for 6 hours with thorough stirring. The synthesis proceeds as in Example 1, yielding 4.65 g (82%) of the product of the title as a light yellow oil, having IR AND 1H-RMN SPECTRA identical to those of the product obtained in Example 1.

5631-96-9 2-(2-Chloroethoxy)tetrahydro-2H-pyran 254951, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; LABORATORIOS VITA, S.A.; WO2005/14590; (2005); A2;,
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

To a stirred solution of 2-chloro-N-i sopropyl -5 -(1 H-pyrazol-4-yl)pyridin-4-amine(200 mg, 0.845 mmol) in DMF (4 mL) was added Cs2CO3 (413 mg, 1.27 mmol) and 4-bromotetrahydro-2H-pyran (167 mg, 1.01 mmol). The reaction mixture was heated at160 C for 2.5 h under microwave irradiation. After cooling, the mixture wasconcentrated to dryness and then partitioned between EtOAc (150 mL) and ice water (20mL). The layers were separated and the organic layer washed again with cold water. Theorganic layer was dried over Na2SO4, filtered, and concentrated. The product was purified via column chromatography (30% EtOAc/pet ether) to afford 2-chloro-N- i sopropyl -5 -(1 -(tetrahydro-2H-pyran-4-yl)- 1 H-pyrazol-4-yl)pyridin-4-amine (80 mg, 30% yield). LCMS 321.1 (M+H)., 25637-16-5

The synthetic route of 25637-16-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; DUNCIA, John V.; GARDNER, Daniel S.; HYNES, John; MACOR, John E.; SANTELLA, Joseph B.; WU, Hong; NAIR, Satheesh Kesavan; PAIDI, Venkatram Reddy; SARKUNAM, Kandhasamy; SISTLA, Ramesh Kumar; POLIMERA, Subba Rao; (72 pag.)WO2016/210037; (2016); 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

B. 3- [5-AMINO-4- (TETRAHYDRO-PYRAN-4-CARBONYL)-IMIDAZOL-1-YL]-N- CYCLOPROPYL-4-METHYL-BENZAMIDE A solution of 4-bromo-tetrahydro-pyran (0.82g, 5MMOL) in dry THF (IOML) was added dropwise to the suspension of magnesium (132mg, 5.5 mmol) and iodine (25mg) in dry THF (20 mL) at 50 C under N2. The mixture was stirred for 30 min after addition at 50 C, then cooled to room temperature. Then a THF (LOML) solution of 3- (5-AMINO-4-CYANO-IMIDAZOL-1-YL)-N-CYCLOPROPYL-4-METHYL-BENZAMIDE (90 mg, 0.32 mmol) was added to the reaction mixture and it was stirred at room temperature for 3h then quenched with HC1 (2N) and stirred at room temperature overnight. The pH of the solution was adjusted PH-8 with saturated aqueous K2CO3 was and it was extracted with EtOAc. The organic layer was washed by water and brine, dried over NA2SO4, and concentrated. The crude product was purified by column chromatography on silical gel (EtOAc-EtOAc : MeOH: Et3N = 100: 10: 1), and the product was obtained as a beige solid (35 mg, 30 %)., 25637-16-5

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

Reference£º
Patent; TRIAD THERAPEUCTICS, INC.; WO2005/9973; (2005); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

19752-84-2, Tetrahydro-2H-pyran-3-ol is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

STEP 2. DIHYDRO-2H-PYRAN-3(4H)-ONE To a stirred mixture of pyridinium chlorochromate (11.02 g, 51.1 mmol) and 3 A molecular sieves (10.0 g) in DCM (100 mL) was added a solution of tetrahydro-2H-pyran-3-ol (3.48 g, 34.1 mmol) in DCM (100 mL). The reaction mixture was refluxed for 3 h before being cooled to room temperature and partially concentrated in vacuo. The mixture was then diluted with EtOAc and filtered through Celite. The filtrate was concentrated in vacuo and purified by silica gel chromatography to give dihydro-2H-pyran-3(4H)-one., 19752-84-2

The synthetic route of 19752-84-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AMGEN INC.; US2010/160280; (2010); 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

Step 1 To a solution of ethyl 3-oxotetrahydro-2H-pyran-4-carboxylate (1.0 g, 5.81 mmol) in DCM (30 mL) was added DIPEA (1.22 mL, 6.97 mmol) and Tf2O (1.08 mL, 6.39 mmol) at -78 C., then it was warmed up to room temperature and stirred at room temeperature for 2 h, the solution was diluted with DCM, washed with Sat. NaHCO3, brine, dried and concentrated to give ethyl 5-(((trifluoromethyl)sulfonyl)oxy)-3,6-dihydro-2H-pyran-4-carboxylate as crude product (2 g)., 388109-26-0

As the paragraph descriping shows that 388109-26-0 is playing an increasingly important role.

Reference£º
Patent; Global Blood Therapeutics, Inc.; Li, Zhe; Gwaltney, II, Stephen L.; Harris, Jason R.; US2015/259296; (2015); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

19752-84-2, Tetrahydro-2H-pyran-3-ol is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Oxidation of alcohol 49 (2.12 g, 20.8 mmol) with DMP (9.91 g, 23.3 mmol) in accordance with Method Y provides the pyranone 50 (1.78 g): 1H NMR (250 MHz, CDCl3, deltaH) 4.03 (s, 2H), 3.86 (app t, 2H), 2.54 (app t, 2H), 2.12 (m, 2H).; Method Y[0277] To a suspension of the 3-pyranol (1 equiv) and 4 A molecular sieves (2 g/g 3- pyranol) in DCM (5 mL/mmol) is added DMP (1 equiv) portionwise over 20 min. Reaction progress is monitored by TLC. Additional DMP (0.2 equiv) is added as required. After 1 h, the reaction mixture is partitioned between DCM and 2 M K2CO3. The organic phase is separated and the aqueous extracted with DCM (3 x). The combined organic phases are washed with brine, dried (MgSO4), filtered, and coned in vacuo. Column chromatography (silica gel, 1:2 EtOAc in heptanes) provides the 3-pyranones., 19752-84-2

As the paragraph descriping shows that 19752-84-2 is playing an increasingly important role.

Reference£º
Patent; PANACOS PHARMACEUTICALS, INC.; NITZ, Theodore, J.; SALZWEDEL, Karl; FINNEGAN, Catherine; BRUNTON, Shirley; FLANAGAN, Stuart; MONTALBETTI, Christian; COULTER, Thomas, Stephen; WO2009/85256; (2009); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

2081-44-9, Tetrahydro-2H-pyran-4-ol is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of tosyl chloride (1.4 g, 7.34 mmol, 1.5 eq) in pyridine (5 mL) was added to a solution of tetrahydro-2H-pyran-4-ol (0.5 g, 4.9 mmol, and 1.0 eq) in pyridine (5 mL) at 0 C. The reaction mixture was stirred under nitrogen atmosphere, at room temperature for 4 h. After complete consumption of starting material, IN aqueous HC1 was added, diluted with water and extracted with ethyl acetate. The organic extract was separated and the aqueous extract was again extracted with ethyl acetate. The combined organic extract was washed with brine, dried over anhydrous Na2SC”4, filtered and solvents evaporated from the filtrate under reduced pressure to obtain tetrahydro-2H-pyran-4-yl 4-methylbenzenesulfonate.

2081-44-9, 2081-44-9 Tetrahydro-2H-pyran-4-ol 74956, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; PORTOLA PHARMACEUTICALS, INC.; PANDEY, Anjali; BOWERS, Simeon; BARTA, Thomas E.; BOURNE, Jonathan William; (208 pag.)WO2017/147328; (2017); 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.185815-59-2,4-Isobutyldihydro-2H-pyran-2,6(3H)-dione,as a common compound, the synthetic route is as follows.

EXAMPLE 1 – SYNTHESIS OF METHYL (S)-3-ISOBUTYL-GLUTARATE (III) A 1 L three-necked round-bottom flask, under nitrogen atmosphere, is loaded with 3-isobutylglutaric anhydride (5.0 g; 29 mmol) of formula (II) and methyl isobutyl ether (MTBE) (100 ml). The resulting solution, kept at temperatures of about 20-25C, is added with methanol (2.5 g) and CAL-B Novozym 435 (2.5 g), and the solution is kept under stirring for about 3 h. After that, the enzyme is filtered off and the solvent is evaporated off. The resulting product has 85% enantiomeric purity.

185815-59-2, 185815-59-2 4-Isobutyldihydro-2H-pyran-2,6(3H)-dione 11480690, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; Dipharma Francis S.r.l.; EP1992609; (2008); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics