Tag: M.W:100-200

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

Preparation 6: Methanesulfonicacid (tetrahydropyran-4-yl)methyl ester; OMSTo a mixture of Preparation 5 (216.5g, 1.87mol) and triethylamine (299mL) in DCM (1.3L) at <10C was added under argon a solution of methanesulfonyl chloride (236g, 160mL) in DCM (200mL) over 2h 50min, maintaining the temperature at 5-10C throughout. Subsequent washing with water (1L), 1M HC1 (500mL), 5% NaHC03 (300mL), water (300mL), drying (MgSC^) and then removal of the solvent afforded the title compound (328g, 90% yield). NMR was consistent with the above structure. 14774-37-9, As the paragraph descriping shows that 14774-37-9 is playing an increasingly important role.

Reference£º
Patent; PROSIDION LIMITED; WO2006/16178; (2006); A1;,
Tetrahydropyran – Wikipedia
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4295-99-2,4-Cyanotetrahydro-4H-pyran,as a common compound, the synthetic route is as follows.,4295-99-2

c) Methyl tetrahydro-2H-pyran-4-carboximidoate can be prepared as in Example 13, but from 3 g of tetrahydropyran-4-carbonitrile, 1.2 cm3 of methanol and 6 cm3 of ether. 4.4 g of methyl tetrahydro-2H-pyran-4-carboximidoate hydrochloride is obtained in the form of a white solid.

As the paragraph descriping shows that 4295-99-2 is playing an increasingly important role.

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Patent; sanofi-aventis; US2009/253679; (2009); A1;,
Tetrahydropyran – Wikipedia
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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.

General procedure: Mn(CO)5Br (16.2 mg; 6 mol%) and ligand L4a (6.6 mg; 2 mol%) were added under a flow of argon to a flame dried 25 mL Schlenk flask containing a PTFE coated stirring bar. After three vacuum/argon cycles 2 mL of isopropyl alcohol were added to the Schlenk flask. The yellowish suspension was stirred for 10 min at room temperature and another 2 mL of isopropyl alcohol, containing potassium tert-butoxide (22.4 mg; 20 mol%), were added via syringe to the continuously stirred solution. After 10 min the Substrate (1 mmol) was added to clear yellow reaction solution and the glas wall of the Schlenk flask was rinsed with 2 mL of isopropyl alcohol. The Schlenk flask was placed in a heating block, heated to 80 C and kept at this temperature for 20 hours. After this time the Schlenk flask was removed from heating block and was allowed to cool to room temperature. The reaction solution was filtered through a small pipette plug of silica and the silica was washed with additional isopropyl alcohol. The conversion and yield of the reaction were determined by GC using hexadecane as internal standard. The ee value of the reaction was measured either by GC or HPLC.

137052-08-5, As the paragraph descriping shows that 137052-08-5 is playing an increasingly important role.

Reference£º
Article; Schneekoenig, Jacob; Junge, Kathrin; Beller, Matthias; Synlett; vol. 30; 4; (2019); p. 503 – 507;,
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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.

To a solution of ethyl 3-oxotetrahydro-2H-pyran-4-carboxylate (4.40 g, 25.50 mmol) and DIEA (13.21 ml, 76.66 mmol) in 120 ml of DCM at 0 C was added triflic anhydride (4.62 ml, 28.11 mmol) and the mixture was allowed to stir overnight at room temperature. DCM was removed under vacuum and the residue dissolved in EtOAc and washed with 1 N HCI and then brine. The mixture was dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was purified on a silica gel column eluting with 20% EtOAc/heptane to yield ethyl 5-(((trifluoromethyl)sulfonyl)oxy)-3,6-dihydro-2H- pyran-4-carboxylate as a light brown oil. Mass spectrum (ESI, m/z): Calculated for C9H11F3O6S, 305.2 (M+H), Measured 305.0.

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

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Patent; JANSSEN PHARMACEUTICA NV; LANTER, James C.; WALL, Mark; SUI, Zhihua; (0 pag.)WO2019/171278; (2019); A1;,
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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

To a solution of 3-hydroxytetrahydropyrane (1 .8 mL, 19.58 mmol) in toluene (30 mL), under nitrogen, was added triphenylphosphine (7.7 g, 29.37 mmol) and di-tertbutylazodicarboxylate (5.4 g, 23.50 mmol). The reaction mixture was stirred at RT for 60 h. The reaction mixture was concentrated then suspended in MeOH (55 mL), followed by addition of a hydrogen chloride solution (4 M in dioxane, 39.17 mL, 156.7 mmol). The reaction mixture was stirred at RT for 16 h, filtered, and the filtrate was concentrated under reduced pressure. EtOAc was then added to the resulting residue followed by filtration. The solid collected was washed with EtOAc to afford titled compound (2.99 g, 19.58 mmol, assumed quantitative yield) as a yellow solid.1H NMR (400 MHz, DMSO-d6, ): 3.91-3.82 (m, 1H), 3.76-3.58 (m, 1H), 3.45-3.29 (m,2H), 3.04-2.94 (m, 1 H), 2.00-1.90 (m, 1 H), 1.77-1.65 (m, 1 H), 1.62-1.37 (m, 2H)., 19752-84-2

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

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Patent; REDX PHARMA PLC; GUISOT, Nicolas; (266 pag.)WO2017/103611; (2017); A1;,
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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.

To a stirring solution of carbonyl carbonyldiimidazole (0.15 g, 0.93) in THF (4 mL) under an atmosphere of nitrogen was added 2-tetrahydropyran-4-ol (0.09 g, 0.93 mmol) at 5C. The resulting mix was stirred at room temperature for one hour and then added to a stirring mix of [4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methanamine hydrochloride (0.26 g, 0.93 mmol) and DBU in tetrahydrofuran (2 mL). The reaction mixture was allowed to react for 18 hours at room temperature then poured onto water and extracted with ethyl acetate. The combined organic layers were, dried over sodium sulfate, and filtered. The solvent was removed under reduced pressure and the resultant crude residue was purified by reverse phase high pressure liquid chromatography to afford 0.13 g of the titled compound as a yellow oil. LC/MS (Method A) retention time = 1.01 minutes, minutes, 372 (M+H). 1NMR (400 MHz, CDCIs) delta ppm: 8.1 1 (d, 2H), 7.45 (d, 2H), 5.10 (sbr, 2H), 4.89 (m, 2H), 4.47 (d,2H), 3.92 (m, 2H), 3.34 (m, 2H), 1.97 (m, 2H), 1 .69 (m, 2H). 19F NMR (400 MHz, CDCI3) delta ppm: -65.34 (s)., 19752-84-2

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

Reference£º
Patent; SYNGENTA PARTICIPATIONS AG; HOFFMAN, Thomas, James; STIERLI, Daniel; BEAUDEGNIES, Renaud; POULIOT, Martin; (88 pag.)WO2017/103223; (2017); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.25637-16-5,4-Bromotetrahydropyran,as a common compound, the synthetic route is as follows.

To a solution of 4-bromopyridin-2-ol (1 g, 5.75 mmol) in DMF (10 mL), stirring at rt, was added, potassium fert-butoxide (0.677 g, 6.03 mmol) . The mixture was stirred for 30 min then 4- bromotetrahydro-2H-pyran ( 1.423 g, 8.62 mmol) was added, and the resulting mixture was stirred at 70 C for 2 h. The mixture was cooled to rt, diluted with EtOAc (50 mL) and quenched with water (20 mL). The organic layer was washed with water (2×20 mL), brine (20 mL), dried over anhydrous MgS04 and filtered. The filtrate was concentrated in vacuo to afford the title compound (0.13 g, 9%); LC/MS (Table 1, Method f) Rt = 0.74 min; MS m/z: 258, 260 (M+H)+., 25637-16-5

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

Reference£º
Patent; ABBVIE INC.; BREINLINGER, Eric, C.; COX, Phil, B.; DAANEN, Jerome; DIETRICH, Justin; DJURIC, Stevan; DOMBROWSKI, Amanda, W.; FRANK, Kristine, E.; FRIEDMAN, Michael, M.; GOMTSYAN, Arthur; LI, Huan-Qui; LONGENECKER, Kenton; OSUMA, Augustine; ROWLEY, Ann, Marie; SCHMIDT, Robert; VASUDEVAN, Anil; WILSON, Noel; (378 pag.)WO2016/168641; (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.14774-37-9,Tetrahydropyran-4-methanol,as a common compound, the synthetic route is as follows.

To a solution of tetrahydropyran-4-MeOH (5.0 g, 43 mmol) in CH2Cl2 (30 mL) was added Et3N (7.2 mL, 51.6 mmol). The mixture was cooled to 0 C., and methanesulfonyl chloride (4.0 mL, 51.6 mmol) was added. The mixture was stirred at 0 C. for several hours, then was slowly warmed to RT. The reaction was stirred at RT for 18 h, then was concentrated in vacuo. The residue was taken up in EtOAc and was washed with sat. NaHCO3. The organic layer was dried [MgSO4] and concentrated in vacuo to give the mesylate Part A(v)(a) compound (8.3 g, quantitative yield) as a white, needle-like solid.

14774-37-9, As the paragraph descriping shows that 14774-37-9 is playing an increasingly important role.

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Patent; Bristol-Myers Squibb Company; US2008/9465; (2008); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

127956-11-0, Methyl 4-oxotetrahydro-2H-pyran-3-carboxylate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 9 2-Phenyl-3,5,7,8-tetrahydropyrano[4,3-d]pyrimidin-4-one A solution of methyl 4-oxotetrahydropyrane-3-carboxylate (112 mg) and benzamidine hydrochloride (470 mg) in methanol (2 ml) was added with potassium carbonate (100 mg) and heated under reflux for 3 hours. The reaction mixture was cooled, then poured into water, and extracted with dichloromethane. The organic layer was dried over anhydrous magnesium sulfate and then evaporated under reduced pressure, and the residue was purified by silica gel column chromatography to obtain the above-titled product (90 mg). 1H-NMR (CDCl3) delta: 2.83 (2H, t, J=5.6Hz), 4.02(2H, t, J=5.6Hz), 4.67 (2H, s), 7.50-7.60 (3H, m), 8.08-8.12(2H, m). Mass (EI, m/z): 228(M+)., 127956-11-0

As the paragraph descriping shows that 127956-11-0 is playing an increasingly important role.

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Patent; Meiji Seika Kaisha, Ltd.; EP1142881; (2001); A1;,
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Tetrahydropyran – an overview | ScienceDirect Topics

85064-61-5,85064-61-5, Tetrahydropyranyl-4-acetic acid is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The starting materials are prepared as follows:; a) N-{2-[(2S,5R)-5-[4-(3-Methoxypropyn-3,4-dihvdro-2H-benzo[1 ,4loxazin-6- ylmethoxyl-1 -(toluene-4-sulphonyl)piperidin-2-yll-1 , 1 -dimethylethyl)-2- (tetrahydropyran-4-yl)acetamide; A solution of 0.511 mmol of tetrahydropyranyl-4-acetic acid [85064-61-5] in 5 ml of dichloromethane is treated with 1.023 mmol of 1-chloro-N,N-2-trimethylpropenyl- amine. The reaction mixture is stirred at room temperature for 1.5 hours. In a second flask, a solution of 0.341 mmol of 2-[(2S,5R)-5-[4-(3-methoxypropyl)-3,4-dihydro-2H- benzo[1 ,4]oxazin-6-ylmethoxy]-1 -(toluene-4-sulphonyl)piperidin-2-yl]-1 , 1 -dimethyl- ethylamine in 10 ml of dichloromethane are treated with 1.023 mmol of triethylamine, and cooled to 00C. The solution of acid chloride is added dropwise to this second flask, and the reaction mixture is stirred at room temperature for 2 hours. Water is added, and the aqueous phase is extracted with dichloromethane (3X). The combined organic extracts are dried over sodium sulphate, concentrated and purified by flash chromatography (Sitheta2 60F) to afford the title compound as a dark yellow resin. Rf = 0.20 (dichloromethane-methanol-conc ammonia); Rt = 4.94 (gradient I).

As the paragraph descriping shows that 85064-61-5 is playing an increasingly important role.

Reference£º
Patent; SPEEDEL EXPERIMENTA AG; WO2007/141318; (2007); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics