Tag: M.W:100-200

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

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

125552-89-8, 4-(Bromomethyl)tetrahydropyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Under argon atmosphere, a solution of the carbazole amide 67 (100mg, 0.36mmol), 1-bromo-3-methoxypropane (61muL, 0.54mmol), and Cs2CO3 (234mg, 0.72mmol) in DMF (10mL) was tightly capped in a 20mL microwave vessel. The mixture was subjected to microwave irradiation at 140C for 1h and then cooled to room temperature. The reaction mixture was diluted with EtOAc and filtered. The organic solvents were evaporated in vacuo. The residue was suspended in methyl tert-butyl ether (150mL), and the organic phase was washed with saturated aqueous sodium bicarbonate, brine, dried (MgSO4), filtered and evaporated in vacuo. The obtained residue was purified by column chromatography on silica gel eluting with EtOAc/heptanes in different proportions to give the title product (119mg, 95%) as a clear, colorless gum., 125552-89-8

125552-89-8 4-(Bromomethyl)tetrahydropyran 2773286, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Article; Petrov, Ravil R.; Knight, Lindsay; Chen, Shao-Rui; Wager-Miller, Jim; McDaniel, Steven W.; Diaz, Fanny; Barth, Francis; Pan, Hui-Lin; Mackie, Ken; Cavasotto, Claudio N.; Diaz, Philippe; European Journal of Medicinal Chemistry; vol. 69; (2013); p. 881 – 907;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

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

c) To a solution of 425 mg (2.5 mmol) of ethyl 2-(tetrahydro-2H-pyran-4- yl)acetate in 10 mL of dry THF cooled at 05C under argon, a 2.71 mL of a solution of LiAII-U 1 M in THF was added. Bubbling was observed. It was stirred at room temperature for 30 min. Then it was quenched with wet EtAcO, dried with MgS04 and filtered through celite, washing with abundant EtAcO. After removing the solvent the desired compound, 2-(tetrahydro-2H-pyran-4-yl)ethanol, was obtained (300 mg, 93%).

103260-44-2, 103260-44-2 Ethyl 2-(tetrahydro-2H-pyran-4-yl)acetate 2773412, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; LABORATORIOS DEL DR. ESTEVE, S.A.; DRACONIS PHARMA, S.L.; ALMIRALL, S.A.; TORRENS JOVER, Andoni; MERCE VIDAL, Ramon; CALDENTEY FRONTERA, Francesc Xavier; RODRIGUEZ GARRIDO, Antonio, David; CARCELLER GONZALEZ, Elena; SALAS SOLANA, Jordi; WO2013/37960; (2013); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

720706-20-7,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.720706-20-7,(4-Amino-4-tetrahydropyranyl)methanol,as a common compound, the synthetic route is as follows.

Di-tert-butyl dicarbonate (6.39 g, 29.27 mmol) was added to triethylamine (3.70 g, 36.59mmol), (4-aminotetrahydro-2H-pyran-4-yl)methanol (3.2 g, 24.40 mmol) in THF (40 mL)under nitrogen. The resulting mixture was stirred at 70 C for 5 hours. The reactionmixture was quenched with water (50 mL), extracted with EtOAc (3 x 50 mL), the organic layer was then dried over Na2SO4, filtered and evaporated to afford yellow oil. The crude product was purified by flash silica chromatography, elution gradient 10 to 30% EtOAc in petroleum ether. Pure fractions were evaporated to dryness to afford tert-butyl (4- (hydroxymethyl)tetrahydro-2H-pyran-4-yl)carbamate (4.20 g, 74%) as a white solid. ?HNMR (300 MHz, DMSO, 30C) 1.45 (9H, s), 1.50-1.84 (2H, m), 3.31-3.61 (6H ,m), 4.61- 4.66 (1H, m), 6.36 (1H, s). mlz (ES+), [M+H]+ = 232.

720706-20-7 (4-Amino-4-tetrahydropyranyl)methanol 18316484, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; ASTRAZENECA AB; WARD, Richard, Andrew; GRAHAM, Mark, Andrew; SWALLOW, Steven; JONES, Clifford, David; (282 pag.)WO2016/162325; (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.125552-89-8,4-(Bromomethyl)tetrahydropyran,as a common compound, the synthetic route is as follows.

To a stirred suspension of 3-bromo-N-(4-ethyl-phenyl)-4-hydroxy-N-isobutyl-benzenesulfonamide (11, 2.20 g, 5.34 mmol)and Cs2CO3 (3.48 g, 10.7 mmol) in DMF (44 mL), was added 4-(bromomethyl)tetrahydropyran (1.15 g, 6.40 mmol). The reactionmixture was stirred at 80 C for 16 h, cooled to r.t. and quenchedwith water (5.0 mL). The reaction mixture was extracted withEtOAc (2 50 mL) and the organic phases were combined, washedwith a saturated solution of sodium carbonate, brine, dried overMgSO4 and concentrated to dryness. The residue was trituratedwith heptane and the solid obtained was collected by filtration anddried to a constant weight in a vacuum oven at 40 C to afford thetitle compound (2.36 g, 87%) as a white solid: UPLC-MS(tR 1.52 min, purity 100%), ESI m/z 510.11/512.11 (MH); 1HNMR (400 MHz, CDCl3) d 7.77 (d, J 2.3 Hz, 1H), 7.46 (dd, J 8.6,2.3 Hz, 1H), 7.21e7.09 (m, 2H), 7.04e6.93 (m, 2H), 6.87 (d, J 8.6 Hz,1H), 4.07 (ddd, J 11.6, 5.0, 1.8 Hz, 2H), 3.94 (d, J 6.4 Hz, 2H), 3.50(td, J 11.6, 2.1 Hz, 2H), 3.29 (d, J 7.3 Hz, 2H), 2.67 (q, J 7.6 Hz,2H), 2.19 (m, 1H), 1.83 (m, 2H), 1.67e1.49 (m, 2H), 1.26 (t, J 7.6 Hz,3H), 0.93 (d, J 6.6 Hz, 6H)., 125552-89-8

The synthetic route of 125552-89-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Lafitte, Guillaume; Parnet, Veronique; Pierre, Romain; Raffin, Catherine; Vatinel, Rodolphe; Musicki, Branislav; Tomas, Loic; Bouix-Peter, Claire; Ouvry, Gilles; Daver, Sebastien; Arlabosse, Jean-Marie; Boiteau, Jean-Guy; Gerfaud, Thibaud; Harris, Craig S.; Tetrahedron; vol. 74; 40; (2018); p. 5974 – 5986;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

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

To a solution of lithium diisopropylamide (1.8 M in THF/heptane/ethylbenzne, 3.6 mL, 6.4 mmol) in 10 mL of THF at -78 0C was added trimethylsilyl chloride (1.4 mL, 11 mmol) dropwise via syringe pump. The product of Example 143B (1.0 g, 5.8 mmol) in 5 mL of THF was then added to the mixture dropwise via syringe pump. The mixture was stirred at -78 0C for 2 hours then N-bromosuccinimide (NuBS, 1.1 g, 6.0 mmol) in 10 mL of THF was added dropwise via syringe pump. The reaction mixture was allowed to warm slowly to ambient temperature and was stirred for 16 h. The mixture was then concentrated under reduced pressure and the residue was dissolved in 20 mL of EtOAc, washed 1 X 5 mL of H2O. The aqueous layer was extracted 3 X 5 mL of EtOAc and the combined organic extracts were dried over anhydrous Na2SO4, filtered, concentrated under reduced pressure and purified via column chromatography (SiO2, 70% hexanes in EtOAc) to provide the title compound (0.70 g, 2.8 mmol, 48% yield). MS (DCIZNH3) m/z 268 (M+NH4)+., 103260-44-2

As the paragraph descriping shows that 103260-44-2 is playing an increasingly important role.

Reference£º
Patent; ABBOTT LABORATORIES; WO2006/69196; (2006); 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.25637-16-5,4-Bromotetrahydropyran,as a common compound, the synthetic route is as follows.

General procedure: To a flame-dried Schlenk tube was charged with vinyl bromide (0.30 mmol, 2 equiv, if solid), unactivated alkyl halide (0.15 mmol, if solid), zinc powder (16.5 mg, 0.30 mmol, 2 equiv), and MgCl2 (14.2 mg, 0.15mmol, 1 equiv). The tube was moved into a dry glovebox, at which point Ni(cod)2 (2.1 mg, 0.008 mmol, 5 mol%) was added. The tube was capped with a rubber septum, and it was moved out of the glovebox. At this point, the vinyl bromide (0.30 mmol, 2 equiv, if liquid) and alkylhalide (0.15 mmol, 1 equiv, if liquid) were added together with solvent (1 mL) and pyridine (11.8 mg, 0.15 mmol, 1 equiv) via a syringe.The mixture was stirred for 16 h under N2 atmosphere at 25 C, and then it was directly loaded onto a column (silica gel) without work-up. The residue in the reaction vessel was rinsed with small amount of CH2Cl2. Flash column chromatography provided the product as a solid or oil. The E/Z ratio of the product was determined by GC-MS. (E)-4-Styryl-1-tosylpiperidine (3): according to the general procedure, column chromatography (silica gel, 7% EtOAc/PE) gave the product (42.5 mg, 0.125 mmol, 83%) as a white solid; mp 140-141 C. 1H NMR (500 MHz, CDCl3): delta = 7.66 (d, J = 8.0 Hz, 2 H), 7.34-7.28 (m, 6 H), 7.20 (t, J = 7.0 Hz, 1 H), 6.31 (d, J = 16.0 Hz, 1 H), 5.97 (dd, J = 7.0,16.0 Hz, 1 H), 3.82-3.80 (m, 2 H), 2.44 (s, 3 H), 2.34-2.29 (m, 2 H), 2.08-2.02 (m, 1 H), 1.83-1.81 (m, 2 H), 1.73-1.70 (m, 1 H), 1.46-1.39 (m, 1 H). 13C NMR (125 MHz, CDCl3): delta = 143.4, 137.1, 133.4, 133.1, 129.5, 128.9, 128.5, 128.2, 127.7, 127.2, 126.0, 46.1, 38.5, 31.2, 21.5. HRMS (ESI): m/z [M + H]+ calcd for C20H24NO2S: 342.1522; found: 342.1525.

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

Reference£º
Article; Gu, Jun; Qiu, Canbin; Lu, Wenbin; Qian, Qun; Lin, Kunhua; Gong, Hegui; Synthesis; vol. 49; 8; (2017); p. 1867 – 1873;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

40191-32-0, Tetrahydro-2H-pyran-4-carbonyl chloride is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

N,O-Dimethylhydroxylamine hydrochloride (1.23 g, 12.7 mmol) and N-methyl morpholine (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*100 mL), 1M aq Na2CO3 (100 mL) and water (100 mL), dried (MgSO4) and concentrated in vacuo to give the crude title compound as a yellow oil (1.87 g, 94%). LCMS (ES+): 174.1 [MH]+.

40191-32-0, The synthetic route of 40191-32-0 has been constantly updated, and we look forward to future research findings.

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; US2014/357623; (2014); 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

Step a) Intermediate 204 l-(4-Bromophenyl)-N-methyl-N-(tetrahydro-2H-pyran-4-yl)methanesulfonamide To a suspension of N-methyltetrahydro-2H-pyran-4-amine (0.507 g, 4.40 mmol) and sodium carbonate (0.467 g, 4.40 mmol) in MeCN (10 ml) was added (4- bromophenyl)methanesulfonyl chloride (0.593 g, 2.201 mmol) and the reaction mixture was stirred at r.t. for 1.5 h. The mixture was quenched with water and extracted with EtOAc (x 2). The organics were dried (MgS04) and concentrated under reduced pressure to yield l-(4-bromophenyl)-N-methyl-N-(tetrahydro-2H-pyran-4- yl)methanesulfonamide as a white solid (0.634 g, 83 %). ? NMR (400 MHz, MeOD) delta 7.56 (m, 2H, J = 8.34 Hz), 7.38 (m, 2H, J = 8.34 Hz), 4.34 (s, 2H), 3.95 (dd, 2H, J = 1 1.62, 4.55 Hz), 3.69 – 3.82 (m, 1H), 3.35 – 3.43 (m, 2H), 2.72 (s, 3H), 1.74 – 1.87 (m, 2H), 1.45 – 1.53 (m, 2H), 220641-87-2

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

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; RUPRAH, Parminder, Kaur; MERCHANT, Kevin, John; WALSH, Louise, Marie; KERR, Catrina, Morven; FIELDHOUSE, Charlotte; HARRISSON, David; MAINE, Stephanie; HAZEL, Katherine; WO2013/27001; (2013); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

125552-89-8, 4-(Bromomethyl)tetrahydropyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of N-(2-hydroxyethyl)-4-(2H-tetrazol-5-yl)benzenesulfonamide (200 mg, 0.743 mmol, Intermediate 17) in Lambda/,/V-dimethylformamide (10 ml_), potassium carbonate (205 mg, 1 .485 mmol, commercial source: RCP) was added followed by the addition of 4- (bromomethyl)tetrahydro-2H-pyran (159 mg, 0.88 mmol, commercial source: Aldrich) at 26 C. The reaction mixture was heated to 80 C for 8 h. Upon completion, the reaction mixture was cooled to 26 C and evaporated under reduced pressure. The crude was purified by column chromatography (silicagel 100-200 mesh), eluted with 5% methanol in dichloromethane. The pure fractions were concentrated under reduced pressure to afford N- (2-hydroxyethyl)-4-(2-((tetrahydro-2H-pyran-4-yl)methyl)-2H-tetrazol-5- yl)benzenesulfonamide (80 mg, 18%).1H NMR (400 MHz, DMSO-de) delta 8.28-8.24 (m, 2H), 7.98 (d, J = 8.6 Hz, 2H), 7.79-7.72 (m, 1 H), 4.73-4.65 (m, 3H), 3.88-3.80 (m, 2H), 3.38 (q, J = 6.1 Hz, 2H), 3.29-3.27 (m, 2H), 2.85 (q, J = 5.3 Hz, 2H), 2.35-2.23 (m, 1 H), 1.52-1.46 (m, 2H), 1.40-1.31 (m, 2H). MS m/z [M+H]+= 368.12.

125552-89-8, As the paragraph descriping shows that 125552-89-8 is playing an increasingly important role.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ALEMPARTE-GALLARDO, Carlos; ENCINAS, Lourdes; ESQUIVIAS PROVENCIO, Jorge; (206 pag.)WO2019/34729; (2019); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics