Downstream synthetic route of 23462-75-1

As the paragraph descriping shows that 23462-75-1 is playing an increasingly important role.

23462-75-1, Dihydro-2H-pyran-3(4H)-one is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1. Synthesis of Intermediate 11-2. To a mixture of trimethylsulfoxonium iodide (12.2 g, 59.8 mmol) in DMSO (40 mL) was added NaH (2.38 g, 60% in mineral oil, 59.8 mmol) portionwise at 5 C under N2 and the mixture was stirred at 5 C for 30 mins. Intermediate 11- 1 (5 g, 49.9 mmol) in DMSO (40 mL) was added dropwise maintaining the temperature below 15 C and stirring was continued at 15 C for 20 hrs. The reaction was quenched at 10 C with water (200 mL) and extracted with DCM (2 x 200 mL). The combined organic phases were washed with brine (200 mL), dried over Na2SO4, filtered and concentrated. The residue was purified by silica gel chromatography (0%~50% EtOAc in PE) to afford Intermediate 11-2 (2 g, 35%) as a colorless oil. (0356) 1H NMR (400 MHz, CDCl3) delta 3.81-3.60 (m, 3H), 3.49 (d, J = 12.0 Hz, 1H), 2.73-2.65 (m, 2H), 2.03-1.82 (m, 2H), 1.81-1.62 (m, 2H)., 23462-75-1

As the paragraph descriping shows that 23462-75-1 is playing an increasingly important role.

Reference£º
Patent; SAGE THERAPEUTICS, INC.; ROBICHAUD, Albert, Jean; SALITURO, Francesco, G.; MARTINEZBOTELLA, Gabriel; HARRISON, Boyd, L.; REID, John, Gregory; (113 pag.)WO2017/173358; (2017); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Downstream synthetic route of 1927-68-0

1927-68-0 2-BUtoxytetrahydro-2H-pyran 263176, aTetrahydropyrans compound, is more and more widely used in various fields.

1927-68-0, 2-BUtoxytetrahydro-2H-pyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 4:; Reduction reaction was performed by carrying out the same procedures as in Example 2 except that 23.46 g of 3,4-dihydro-2- butoxy-2H-pyran(DHBP) was used instead of 3,4-dihydro-2-methoxy- 2H-pyran(DHMP) . As a result, the yield of tetrahydropyran(THP) was 95 %. Tetrahydro-2-butoxy-2H-pyran(THBP) was not detected while butanol was generated at a yield of 96 % based on raw material.; Example 7:; Reduction reaction was performed by carrying out the same procedures as in Example 6 except that 32.30 g of tetrahydro-2- butoxy-2H-pyran(THBP) was used instead of tetrahydro-2-methoxy- 2H-pyran(THMP) . As a result of analysis on the reaction mixture after the reaction, the yield of tetrahydropyran(THP) was 94 %. THBP was not detected and butanol was generated at a yield of 92 % based on the amount of raw material.; Example 15:; Mass synthesisIn a 100 L-volume autoclave made of stainless-steel, 46.9 kg of 3,4-dihydro-2-butoxy-2H-pyran (DHBP) and 0.64 kg of 5 mass % palladium /activated carbon powder(Pd/C) were placed. The inside of the reactor was purged with hydrogen and after hydrogen was introduced to 0.8 MPa, reaction was performed for 2.5 hours at room temperature while stirring. During the reaction, hydrogen gas was introduced so that the pressure of 0.8 MPa was maintained. After the 2 hours, no DHBP as the raw material was detected while tetrahydro-2-butoxy-2H-pyran (THBP) was generated quantitatively. To the reaction mixture, 0.42 kg of sodium hydrogen sulfate monohydrate was added and the pressure was increased to 0.8 MPa. Reaction was performed for 10 hours at 80 C while continuously introducing hydrogen, and with the pressure increased to 1.5 MPa, the reaction was further performed for 2 hours. As a result of analysis on the reaction mixture after the reaction, the yield of tetrahydropyran(THP) was 94 %. Also, butanol was generated at a yield of 95% based on the raw material. The reaction mixture was subjected to distillation in the same manner as in Example 14, to thereby obtain THP. The results are shown in Table 2.Table 2, 1927-68-0

1927-68-0 2-BUtoxytetrahydro-2H-pyran 263176, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; SHOWA DENKO K.K.; WO2006/62211; (2006); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

New learning discoveries about 1768-64-5

1768-64-5 4-Chlorotetrahydropyran 137202, aTetrahydropyrans compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1768-64-5,4-Chlorotetrahydropyran,as a common compound, the synthetic route is as follows.

EXAMPLE 100 Preparation of: NaCN (2.85 g, 0.058 mol) was suspended in DMSO (22 mL) and heated to 140 C. To the stirring suspension was added 4-chlorotetrahydropyran (5.0 g, 0.041 mol). The reaction mixture was stirred at 135-145 C. for 1.5 hours and then cooled to room temperature. The reaction was diluted with water, extracted with ethyl acetate, dried over anhydrous sodium sulfate, filtered and concentrated under vacuum. The residue was passed through a silica gel plug eluding with hexane/ethyl acetate (1:1) to provide 4-cyanotetrahydropyran (0.65 g)., 1768-64-5

1768-64-5 4-Chlorotetrahydropyran 137202, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Eli Lilly and Company; US6436964; (2002); B1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Brief introduction of 103260-44-2

103260-44-2, The synthetic route of 103260-44-2 has been constantly updated, and we look forward to future research findings.

103260-44-2, Ethyl 2-(tetrahydro-2H-pyran-4-yl)acetate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2-(4-Oxanyl)ethanol To a stirring suspension of lithium aluminum hydride (5.10 g, 138 mmol) in THF (200 mL) at 0 C. was added drop-wise a solution of ethyl 2-(4-oxanyl)acetate (22.0 g, 138 mmol) in THF (50 mL). The reaction mixture was then heated at reflux overnight. After cooling the mixture in an ice bath, ether (300 mL) was added, followed by drop-wise addition of 5N NaOH, until the formation of heavy white precipitate is complete. The suspension was filtered and the filtrate dried (K2CO3), filtered and concentrated by rotary evaporation to give a colorless liquid (17.7 g, 100%).

103260-44-2, The synthetic route of 103260-44-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Targacept, Inc.; US2004/220214; (2004); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

New learning discoveries about 19752-84-2

The synthetic route of 19752-84-2 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.19752-84-2,Tetrahydro-2H-pyran-3-ol,as a common compound, the synthetic route is as follows.

Production Example 1Dihydro-2H-pyran-3(4H)-one To a mixture of oxalyl chloride (2.28 mL, 26.6 mmol) and dichloromethane (40 mL) was added a mixture of DMSO (3.78 mL, 53.2 mmol) and dichloromethane (20 mL) while stirring at -78 C., and the mixture was stirred at -78 C. for 30 minutes. After then adding to this mixture a mixture of tetrahydropyran-3-ol (synthesized according to the method described in Tetrahedron, 60, 10411-10418, 2004) (136 g, 13.3 mmol) and dichloromethane (20 mL) at -78 C., the resulting mixture was stirred at -78 C. for 30 minutes, after which triethylamine (11.1 mL, 79.8 mmol) was added and stirring was continued for 2 hours while slowly raising the temperature to 0 C.Brine and diethyl ether were added to the mixture, and after sufficient shaking, the organic layer was separated and the organic layer was washed with brine and dried over anhydrous magnesium sulfate. The mixture was then filtered, and the solvent in the filtrate was distilled off under reduced pressure to obtain the title compound (1.62 g, 162 mmol).1H-NMR (CDCl3) delta: 2.07-2.14 (m, 2H), 2.54 (t, J=6.8 Hz, 2H), 3.82-3.88 (m, 2H), 4.03 (s, 2H)., 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; Eisai R&D Management Co., Ltd.; US2011/86882; (2011); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 40191-32-0

40191-32-0, 40191-32-0 Tetrahydro-2H-pyran-4-carbonyl chloride 2795505, aTetrahydropyrans compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.40191-32-0,Tetrahydro-2H-pyran-4-carbonyl chloride,as a common compound, the synthetic route is as follows.

Nu,Omicron-Dimethylhydroxylamine hydrochloride (1.23 g, 12.7 mmol) and N- methylmorpholine (3.80 mL, 34.5 mmol) were dissolved in DCM (20 mL) and a solution of oxane-4-carbonyl chloride (1.71 g, 11.5 mmol) in DCM (20 mL) was added drop- wise. The reaction mixture was stirred for 2 h, then diluted to 200 mL with DCM, washed with 1 M aq HCl (2 x 100 mL), 1M aq Na2C03 (100 mL) and water (100 mL), dried(MgS04) and concentrated in vacuo to give the crude title compound as a yellow oil(1.87 g, 94%). LCMS (ES+): 174.1 (M+H)+.

40191-32-0, 40191-32-0 Tetrahydro-2H-pyran-4-carbonyl chloride 2795505, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Proximagen Limited; EVANS, David; CARLEY, Allison; STEWART, Alison; HIGGINBOTTOM, Michael; SAVORY, Edward; SIMPSON, Iain; NILSSON, Marianne; HARALDSSON, Martin; NORDLING, Erik; KOOLMEISTER, Tobias; WO2011/113798; (2011); A2;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Downstream synthetic route of 156353-01-4

156353-01-4, 156353-01-4 N-Methoxy-N-methyltetrahydro-2H-pyran-4-carboxamide 23144693, aTetrahydropyrans compound, is more and more widely used in various fields.

156353-01-4, N-Methoxy-N-methyltetrahydro-2H-pyran-4-carboxamide is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 2 A flask was charged with N-methoxy-N-methyltetrahydro-2H-pyran-4-carboxamide 2 (11.7 g, 67.5 mmol) and THF (350 mL). The resulting mixture was immersed in a cooling bath at -60 C., and methylmagnesium bromide (3.0 M in ether, 33.8 mL, 101.4 mmol) was added via syringe over ~8 min. The temperature of the bath was allowed to rise to 0 C. over 6 h. At that time, the reaction was diluted with water and EtOAc and stirred vigorously for 10 min. The phases were separated, and the aqueous layer was extracted with EtOAc. The organic portions were combined, washed with brine, dried over MgSO4, filtered, and concentrated. The crude residue was subjected to column chromatography (120 g silica, 80 mL/min, 0% to 100% EtOAc/hexanes) to give 4-acetyltetrahydro-4H-pyran 3 (7.05 g, 55.0 mmol, 81%). 1H NMR (400 MHz, CDCl3) for 3: delta 3.95 (ddd, J=11.6, 4.4, 2.8 Hz, 2H), 3.38 (dt, Jd=2.8 Hz, Jt=11.6 Hz, 2H), 2.50 (m, 1H), 2.12 (s, 3H), 1.75 (m, 2H), 1.65 (m, 2H). LCMS for 3 (conditions D): tR=0.83 min, m/e=129.4 (M+H, base).

156353-01-4, 156353-01-4 N-Methoxy-N-methyltetrahydro-2H-pyran-4-carboxamide 23144693, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Schering Corporation; US2012/195881; (2012); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Analyzing the synthesis route of 624734-17-4

The synthetic route of 624734-17-4 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.624734-17-4,3-Methoxydihydro-2H-pyran-4(3H)-one,as a common compound, the synthetic route is as follows.

624734-17-4, 3-Methoxy-tetrahydro-pyran-4-one* (500 mg, 3.84 mmol), benzylamine (0.42 ml, 3.84 mmol) and Raney-Nickel (100 mg) were suspended in 20 ml of dry ethanol and the reaction mixture was stirred under hydrogen atmosphere (4.5 bar) for 3 days. The reaction mixture was filtered on a celite pad and the organic phase was concentrated under vacuum.The crude product obtained was dissolved in 10 ml of methanol, loaded on a SCX cartridge (lOg) and eluted with a 2M solution of ammonia in methanol. The solvent was concentrated under vacuum and the crude product obtained was purified by flash chromatography (Isolute cartridge lOg; eluent: dichloromethane/methano 1=96/4%). 163 mg (0.73 mmol) of the desired product were obtained as cis racemate (relative configuration assigned by NMR).

The synthetic route of 624734-17-4 has been constantly updated, and we look forward to future research findings.

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

Simple exploration of 25850-22-0

25850-22-0 2,2-Dimethyltetrahydro-2H-pyran-4-amine 3809203, aTetrahydropyrans compound, is more and more widely used in various fields.

25850-22-0, 2,2-Dimethyltetrahydro-2H-pyran-4-amine is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 13 A 0 C. suspension of 2,2-dimethyltetrahydro-2H-pyran-4-amine (0.806 g, 6.24 mmol) in THF (30 mL) was treated drop-wise with 2-chloroethyl isocyanate (0.585 mL, 6.86 mmol), allowed to warm to RT as the cooling bath expired and stirred overnight. The mixture was treated with additional 2-chloroethyl isocyanate (160 muL) and stirred at RT for an additional 24 hours, then concentrated to dryness, the residue dissolved in EtOAc and washed with saturated NH4Cl (1*), NaHCO3 (1*) and brine (1*), dried over MgSO4 and concentrated to dryness to afford 1-(2-chloroethyl)-3-(2,2-dimethyltetrahydro-2H-pyran-4-yl)urea (700 mg, 48%) as a yellow oil. MS (ESI) m/z: 235.1 (M+H+)., 25850-22-0

25850-22-0 2,2-Dimethyltetrahydro-2H-pyran-4-amine 3809203, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Deciphera Pharmaceuticals, LLC; Flynn, Daniel L.; Kaufman, Michael D.; Samarakoon, Thiwanka; Caldwell, Timothy Malcolm; Vogeti, Lakshminarayana; Ahn, YuMi; Patt, William C.; Yates, Karen M.; US2014/315917; (2014); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 40191-32-0

40191-32-0, 40191-32-0 Tetrahydro-2H-pyran-4-carbonyl chloride 2795505, aTetrahydropyrans compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.40191-32-0,Tetrahydro-2H-pyran-4-carbonyl chloride,as a common compound, the synthetic route is as follows.

[1-(4-Methylamino-benzenesulfonyl)-piperidin-4-yl]-carbamic acid tert-butyl ester (0.13 g, 0.35 mmol) was dissolved in THF (5 ml). To this was added diisopropylethylamine (0.18 ml, 0.7 mmol) in one portion followed by the drop wise addition of tetrahydro-2H-pyran-4-carbonyl chloride (0.06 ml, 0.38 mmol) and the mixture was stirred at room temperature under a nitrogen atmosphere for 3 hours. After this time the mixture was concentrated, diluted with DCM (200 ml) and washed sequentially with HCl (1M solution, 10 ml), NaOH (1M solution, 10 ml) and brine (10 ml). The organic layer was separated, dried (MgSO4), filtered and concentrated to give the title compound (0.17 g, 98% yield) as a white powder which was taken on without further purification. Tr=1.89 min m/z (ES+) (M+Na+) 504.

40191-32-0, 40191-32-0 Tetrahydro-2H-pyran-4-carbonyl chloride 2795505, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Prime, Michael; Courtney, Stephen Martin; Marston, Richard; Dominguez, Celia; Macdonald, Douglas; Wityak, John; US2012/302539; (2012); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics