Category: 14774-37-9

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

Example 203A (tetrahydro-2H-pyran-4-yl)methyl 4-methylbenzenesulfonate To a solution of tetrahydro-2H-pyran-4-ylmethanol (Combi-Blocks, 2.0 g, 17.2 mmol) in 10 mL of of CH2Cl2 and 10 mL of of pyridine was added p-toluenesulfonyl chloride (3.5 g, 18.1 mmol) in portions over 15 minutes. The mixture stirred at ambient temperature for 16 hours and was quenched with 10 mL of saturated, aqueous NaHCO3. The layers were separated and the aqueous layer was extracted with three 10 mL portions of CH2Cl2. The combined organic extracts were dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure to afford the title compound. 1H NMR (300 MHz, dimethylsulfoxide-d6) delta ppm 1.05-1.25 (m, 2 H), 1.40-1.53 (m, 2 H), 1.73-1.94 (m, 1 H), 2.43 (s, 3 H), 3.14-3.28 (m, 2 H), 3.71-3.84 (m, 2 H), 3.88 (d, J=6.4 Hz, 2 H), 7.48 (d, J=8.5 Hz, 2 H), 7.79 (d, J=8.5 Hz, 2 H); MS (DCI/NH3) m/z 288 (M+NH4)+.

14774-37-9, 14774-37-9 Tetrahydropyran-4-methanol 2773573, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Florjancic, Alan S.; Dart, Michael J.; Ryther, Keith B.; Perez-Medrano, Arturo; Carroll, William A.; Patel, Meena V.; Tietje, Karin Rosemarie; Li, Tongmei; Kolasa, Teodozyj; Gallagher, Megan E.; Peddi, Sridhar; Frost, Jennifer M.; Nelson, Derek W.; US2008/58335; (2008); 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

General procedure: To a solution of (3,3-difluorocyclobutyl)methanol (4.0 g, 32.8 mmol) in dichloromethane (109 ml) at room temperature was added Dess-Martin Periodinane (16.7 g, 39.3 mmol). After 2 h, the reaction was diluted with two volumes of ether and treated with sodiumthiosulfate (32 g) in water (160 mL). After stirring at room temperature for 10 min, the layers were separated. The ethereal was washed with saturated sodium bicarbonate (2X), dried over magnesium sulfate, and filtered. The resulting solution was concentrated via distillation of the solvent through a short path distillation apparatus. The distillation was discontinued when 6.56 g remained in the boiling flask. Integration of the 1H NMR showed product as a 28.4 wt% solution in diethyl ether (1.86 g, 47% yield). The material was directly used without further concentration, 14774-37-9

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

Reference£º
Article; Degnan, Andrew P.; Maxwell, Darrell; Balakrishnan, Anand; Brown, Jeffrey M.; Easton, Amy; Gulianello, Michael; Hanumegowda, Umesh; Hill-Drzewi, Melissa; Miller, Regina; Santone, Kenneth S.; Senapati, Arun; Shields, Eric E.; Sivarao, Digavalli V.; Westphal, Ryan; Whiterock, Valerie J.; Zhuo, Xiaoliang; Bronson, Joanne J.; Macor, John E.; Bioorganic and Medicinal Chemistry Letters; vol. 26; 24; (2016); p. 5871 – 5876;,
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 (tetrahydro-2H-pyran-4-yl)methanol (1 g, 8.61 mmol) and TEA (2.400 mL, 17.22 mmol) in THF (15 mL) was added dropwise Ms-Cl (1.006 mL, 12.91 mmol) at 0 C. The reaction mixture was stirred for 20 hours at 25 C. The reaction mixture was poured into water (20 mL), extracted by EtOAc (30 mL), washed with 1M HC1 (5 ml), sat NaElCCh, (10 ml) and brine (10 ml). The organic layer was dried over Na2S04, filtered and concentrated to give (tetrahydro-2H-pyran-4-yl)methylmethanesulfonate (1.1 g, 5.21 mmol, 60.6 % yield) as a brown oil which was used in the next step without purification.

14774-37-9, 14774-37-9 Tetrahydropyran-4-methanol 2773573, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; BELEMA, Makonen; EASTMAN, Kyle J.; KADOW, John F.; GILLIS, Eric P.; NAIDU, B. Narasimhulu; PARCELLA, Kyle E.; (0 pag.)WO2020/3093; (2020); 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.

Preparation 4: Methanesulfonic acid (tetrahydropyran-4-yl)methyl ester To a mixture of Preparation 3 (216.5g, 1.87mol) and triethylamine (299mL) in DCM (1.3L) at <10C was added under argon a solution of methanesulfonyl chloride (236g, 16OmL) in DCM (20OmL) over 2h 50min, maintaining the temperature at 5-1O0C throughout. Subsequent washing with water (IL), IM HCl (50OmL), 5% NaHCO3 (30OmL), water(30OmL), drying (MgSO4) and then removal of the solvent afforded the title compound (328g, 90% yield). NMR was consistent with the above structure., 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; Prosidion Ltd; WO2007/51845; (2007); 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

14774-37-9, 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.

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

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

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

EXAMPLE 85b; Preparation of intermediate toluene-4-sulfonic acid tetrahydro-pyran-4-ylmethyl ester; At room temperature, a mixture of (tetrahydro-pyran-4-yl)-methanol (2.4 g, 20.7 mmol), p-toluenesulfonyl chloride (6.73 g, 35.4 mmol), triethylamine (6.6 mL, 47.6 mmol) and DMAP (0.288 g, 2.36 mmol) in DCM (50 mL) was stirred overnight. The solution was washed with water and brine, dried over anhydrous Na2SO4 and concentrated. The residue was purified by column chromatography to give the title compound as an oil (4.2 g).

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; Chen, Li; Han, Xingchun; He, Yun; Yang, Song; Zhang, Zhuming; US2009/163512; (2009); 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 97 g (810 mmol) of Compound 6 (190 mL) are added 165 mL of 50% aqueous NaOH solution. To this stirred suspension is added dropwise with cooling a solution of p-toluene-sulfonylchloride (283 g, 1.46 mol) in 2-methyltetrahydrofuran (280 mL). The reaction is stirred at 30-35 C. for 18 h. The suspension is poured into a mixture of ice-water (280 mL) and aqueous HCl solution (37%, 203 mL). After addition of methylcyclohexane (1.4 L) and further ice-water (0.2 L), the reaction mixture is stirred for 2 h in an ice-bath. The resulting crystalline precipitate is isolated by filtration and washed with methylcyclohexane (0.5 L) and water (0.5 L). Drying under reduced pressure at 40 C. gave 216 g of Compound 7 as white crystalline solid. Yield: 99%, ES-MS: m/z 271 [M+H]; 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 1.19-1.35 (2H, m), 1.54-1.63 (2H, m), 1.85-2.02 (1H, m), 2.45 (3H, s), 3.28-3.39 (2H, m), 3.86 (2H, d, J=6.60 Hz), 3.93 (2H, dd, J=11.37, 4.52 Hz), 7.35 (2H, d, J=9.29 Hz), 7.78 (2H, d, J=8.31 Hz)., 14774-37-9

14774-37-9 Tetrahydropyran-4-methanol 2773573, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/71196; (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.14774-37-9,Tetrahydropyran-4-methanol,as a common compound, the synthetic route is as follows.

(Tetrahydro-2H-pyran-4-yl)methanol (29.9 mg, 0.257 mmol) was dissolved in dichloromethane (DCM) (4 mL). To this solution was added triethylamine (0.108 mL, 0.772 mmol). The reaction was cooled to 0 C., methanesulfonyl chloride (0.03 mL, 0.386 mmol) added and the reaction left to stir overnight, allowing the reaction to warm to 20 C. The reaction was concentrated in vacuo. The product was partitioned between ethyl acetate (20 mL) and aqueous saturated sodium bicarbonate (20 mL). The organic phase was dried and concentrated in vacuo, before being used in the next reaction with no further purification or characterisation, 49 mg.

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; Birault, Veronique; Campbell, Amanda Jennifer; Harrison, Stephen; Le, Joelle; Shukla, Lena; US2015/80369; (2015); 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

14774-37-9, EXAMPLE 77B 4-Tetrahydropyran carboxaldehyde To a solution of 116 mg (1.00 mmol) of 4-(hydroxymethyl)tetrahydropyran from Example 77A in 2 mL of CH2Cl2 was added 424 mg (1.0 mmol) of the Dess-Martin periodinane. The mixture was stirred at ambient temperature for 1 h, then filtered through diatomaceous earth. The filter cake was washed with about 3 mL of CH2Cl2, then the tilted aldehyde solution was used directly in the next step.

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

Reference£º
Patent; Kosogof, Christi; Liu, Bo; Liu, Gang; Liu, Mei; Nelson, Lissa T.J.; Serby, Michael D.; Sham, Hing L.; Szczepankiewicz, Bruce G.; Xin, Zhili; Zhao, Hongyu; US2005/70712; (2005); 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

Intermediate 86: Tetrahvdro-2H-pyran-4-ylmethyl methanesulfonateTo tetrahydro-2H-pyran-4-ylmethanol (6.2g) in dry dichloromethane (226.3 ml) at O0C and under nitrogen, was added triethylamine (18.1 ml), followed by mesyl chloride (5.4 ml). The reaction was allowed to warm to room temperature and left at this temperature overnight. The reaction mixture was washed with saturated aqueous sodium bicarbonate (200 ml). The organic layer was separated, passed through a hydrophobic frit to dry and concentrated in vacuo to yield a light brown lumpy solid (10.17 g).1H NMR (DMSO): delta 4.06 (2H, d), 3.85 (2H, m), 3.35-3.25 (1 H, m), 3.17 (3H, s), 2.50 (1 H, m), 2.00-1.87 (1 H, m), 1.58 (2H, m), 1.32-1.20 (2H, m)., 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; SMITHKLINE BEECHAM CORPORATION; WO2008/101867; (2008); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics