New learning discoveries about 14774-37-9

14774-37-9 Tetrahydropyran-4-methanol 2773573, 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.14774-37-9,Tetrahydropyran-4-methanol,as a common compound, the synthetic route is as follows.

To a solution of tetrahydro-2H-pyran-4-ylmethanol (Combi-Blocks, 2.0 g, 17.2 mmol) in 10 mL of of CH2CI2 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 OfCH2Cl2. 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; ABBOTT LABORATORIES; WO2009/67613; (2009); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

New learning discoveries about 14774-37-9

14774-37-9 Tetrahydropyran-4-methanol 2773573, 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.14774-37-9,Tetrahydropyran-4-methanol,as a common compound, the synthetic route is as follows.

The (tetrahydro – 2H – pyran -4 – yl) methanol (9.64 g, 83.1 mmol) and Dess – Martin oxidizing agent (35.2 g, 83.1 mmol) dissolved in dichloromethane (200 ml), the reaction solution in the stir at room temperature overnight. Filtering, the filtrate is concentrated, the crude product of the title compound obtained (9 g), as a colorless oily matter, without purification directly used for the next step reaction., 14774-37-9

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

Reference£º
Patent; Kaihui Science And Technology Development (Shanghai) Co., Ltd.; Shandong Luoxin Pharmaceutical Group Co., Ltd.; Hu Yonghan; Cai Dongmei; Zhu Jiuxiang; Dong Ping; Li Manhua; Lin Kaiwen; Dong Jiaqiang; Wang Tielin; (93 pag.)CN108314680; (2018); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Analyzing the synthesis route of 14774-37-9

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

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.

Pyridinium chlorochromate (445mg,)Add to the reaction flask and dissolve with 5 mL of dichloromethane.45 (200 mg,) was slowly added dropwise to a solution of pyridinium chlorochromate in dichloromethane.The reaction was carried out for 1.5 h at room temperature, and the reaction was completely detected by TLC, and filtered with celite.Column chromatography (PE: EA = 5:1) gave a colorless, transparent liquid, 124 mg, yield 63%., 14774-37-9

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

Reference£º
Patent; Xihua University; Qian Shan; Li Guobo; Chen Yang; Li Chao; Zhang Man; Wang Zhouyu; Yang Lingling; Lai Peng; (16 pag.)CN108689938; (2018); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Analyzing the synthesis route of 14774-37-9

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

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.

Prepared as described by adaptation of the following literature reference: Radziszewski, J. G. et al. J. Am. Chem. Soc. 1993, 115, 8401. To 97 g (810 mmol) of (tetrahydro-pyran-4-yl)-methanol in 2-methyltetrahydrofuran (190 mL) are added 165 mL of 50% aq. 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 aq. 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 toluene-4-sulfonic acid tetrahydro-pyran-4-ylmethyl ester. Yield: 99%; ESI-MS: 271 [M+H]+

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

Reference£º
Patent; Boehringer Ingelheim International GmbH; Riether, Doris; Binder, Florian Paul Christian; Doods, Henri; Mueller, Stephan Georg; Nicholson, Janet Rachel; Sauer, Achim; US8865744; (2014); B1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Downstream synthetic route of 14774-37-9

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

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

Step 2: Synthesis of tetrahydro-pyran-4-carbaldehydePyridinium chlorochromate (37.8 g, 175.0 mmol) is added to a solution of (tetrahydro-pyran- 4-yl)-methanol (13.6 g, 117.0 mmol) in DCM (50.0 mL) at 00C. The reaction mixture is stirred at room temperature for 12 hours. The reaction mixture is filtered through a pad of celite that is washed with diethyl ether. The filtrate is concentrated under reduced pressure to afford the title compound.

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

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BARTOLOZZI, Alessandra; BERRY, Angela; CIRILLO, Pier Francesco; HICKEY, Eugene Richard; RIETHER, Doris; WU, Lifen; ZINDELL, Renee M.; WO2010/96371; (2010); A2;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Downstream synthetic route of 14774-37-9

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

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

To a solution of tetrahydropyran-4-methanol (5.0 g, 43 mmol) in dichlormethane (30 mL) was added triethylamine (7.2 mL, 51.6 mmol). The mixture was cooled to 0 C., and methane sulfonyl chloride (4.0 mL, 51.6 mmol) was added. The mixture was stirred in an ice bath for several hours and was slowly warmed to RT. The reaction then was stirred at RT for 18 h. The reaction was concentrated in vacuo. The residue was taken up in EtOAc and was washed with saturated NaHCO3. The organic layer was dried [MgSO4], filtered, 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, 14774-37-9 Tetrahydropyran-4-methanol 2773573, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; Bristol-Myers Squibb Company; US2008/21052; (2008); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Simple exploration of 14774-37-9

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

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

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., 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; 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

Analyzing the synthesis route of 14774-37-9

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

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.

Step 2: Synthesis of compound B3Prepared as described by adaptation of the following literature reference: Radziszewski, J.G. et al. J. Am. Chem. Soc. 1993, 115, 8401.To a solution of 97 g (810 mmol) of compound B2 in 2-methyltetrahydrofuran (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 HC1 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 B3 as white crystalline solid. Yield: 99%, ES-MS: m/z 271 [M+H]; ]H NMR (400 MHz, CHLOROFORM-d) delta ppm 1.19 – 1.35 (2 H, m), 1.54 – 1.63 (2 H, m), 1.85 – 2.02 (1 H, m), 2.45 (3 H, s), 3.28 – 3.39 (2 H, m), 3.86 (2H, d, J=6.60 Hz), 3.93 (2 H, dd, J=11.37, 4.52 Hz), 7.35 (2 H, d, J=9.29 Hz), 7.78 (2 H, d, J=8.31 Hz)

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

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; RIETHER, Doris; ZINDELL, Renee, M.; ERMANN, Monika; WO2011/109324; (2011); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics