Tag: M.W:100-200

5631-96-9, 2-(2-Chloroethoxy)tetrahydro-2H-pyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5631-96-9, a 3-Oxa-tridecan-1-ol 44.88 g (800 mmol) of fine powdered potassium hydroxide is added to 32.93 g (200 mmol) of the tetrahydropyranyl ether of 2-chloroethanol, 1 g (3.6 mmol) of tetrabutylammonium chloride and 20 g (126.36 mmol) of decan-1-ol in 300 ml of toluene, and it is refluxed for 24 hours. Solid is filtered out, and the filtrate is evaporated to the dry state. 500 ml of ethanol/50 ml of 10% aqueous hydrochloric acid are added to the residue (oil) that is thus obtained, and it is stirred for one hour at room temperature. It is evaporated to the dry state in a vacuum, and the residue is chromatographed on silica gel (mobile solvent: hexane/acetone=20:1). Yield; 21.73 g (85% of theory) of a colorless oil Elementary analysis: Cld: C 71.23 H 12.95; Fnd: C 71.05 H 13.10;

5631-96-9 2-(2-Chloroethoxy)tetrahydro-2H-pyran 254951, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Schering Aktiengesellschaft; US6083479; (2000); A;,
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.220641-87-2,N-Methyltetrahydro-2H-pyran-4-amine,as a common compound, the synthetic route is as follows.

General procedure: To a suspension of 9 (26.6 g, 76.3 mmol) in N,N-dimethylformamide (380 mL) was added 1-amino-2-methyl-propan-2-ol (8.16 g, 91.5 mmol) and triethylamine (31.9 mL, 228 mmol) at 0 C. The reaction mixture was stirred at room temperature for 5.5 h. Then the reaction mixture was diluted with cold water (1000 mL) and the mixture was stirred at room temperature for 1 h. The resulting precipitate was collected and washed with water. The precipitate was triturated with a mixture of diethyl ether and diisopropyl ether (1:1, 60 mL) to give the title compound (27.7 g, 83%) as a tan colored powder., 220641-87-2

The synthetic route of 220641-87-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Koizumi; Tanaka, Yoshihito; Matsumura, Takehiko; Kadoh, Yoichi; Miyoshi, Haruko; Hongu, Mitsuya; Takedomi, Kei; Kotera, Jun; Sasaki, Takashi; Taniguchi, Hiroyuki; Watanabe, Yumi; Takakuwa; Kojima, Koki; Baba, Nobuyuki; Nakamura, Itsuko; Kawanishi, Eiji; Bioorganic and Medicinal Chemistry; vol. 27; 15; (2019); p. 3440 – 3450;,
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.624734-17-4,3-Methoxydihydro-2H-pyran-4(3H)-one,as a common compound, the synthetic route is as follows.

624734-17-4, A mixture of the product from Step A (difluoroacetate, 97.45 mg, 0.136 mmol), 3-methoxydihydro-2H-pyran-4(JH)-one (35.4 mg, 0.272 mmol), 4A molecular sieves (60 mg) and TEA (0.19 mL, 1.36 mmol) in DCM (4 mL) was stirred at rt for 2 h, followed by addition of sodium triacetoxyborohydride (46.12 mg, 0.218 mmol). The resulting mixture was stirred at rt overnight. The reaction was quenched by addition of saturated NaHCOs aqueous solution, extracted with DCM, dried over Na2S04. After removal of solvent, the residue was purified by column chromatography (eluent: 5% 7N NH3 in MeOH in DCM) to give the product as a yellow foam. 1H-NMR (400 MHz, CDCI3): delta 1.56 – 2.12 (m, 7 H), 2.31 (br. s., 1 H), 2.55 – 2.67 (m, 1 H), 3.06 – 3.21 (m, 3 H), 3.24 – 4.16 (m, 14 H), 4.71 (br. s., 2 H), 5.12 (s, 2 H), 7.29 – 7.44 (m, 5 H), 7.69 (br. s., 1 H), 8.72 (br. s., 1 H); LC/MS: C3iH37F3N405: m/z 603.0 (M+H).

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

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; CAI, Chaozhong; MCCOMSEY, David F.; SUI, Zhihua; KANG, Fu An; WO2014/14901; (2014); 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.29943-42-8,Dihydro-2H-pyran-4(3H)-one,as a common compound, the synthetic route is as follows.

A) tert-butyl 2-(tetrahydro-2H-pyran-4-yl)hydrazinecarboxylate [0431] A solution of tetrahydro-4H-pyran-4-one (2.50 g) and tert-butyl hydrazinecarboxylate (3.47 g) in methanol (10 mL) was stirred at room temperature for 1 hr, and concentrated under reduced pressure. The residue was dissolved in THF (25 mL), acetic acid (4.3 mL) and sodium borohydride (0.525 g) were added thereto, and the mixture was stirred at 0C for 1 hr. To the reaction mixture was added 8N aqueous sodium hydroxide solution, and the mixture was extracted with ethyl acetate. The organic layer was washed successively with saturated aqueous sodium hydrogencarbonate solution and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (2.34 g). 1H NMR (300 MHz, CDCl3) delta 1.35-1.54 (11H, m), 1.77 (2H, dd, J = 12.1 Hz, 2.3 Hz), 2.98-3.15 (1H, m), 3.40 (2H, td, J = 11.3 Hz, 2.3 Hz), 3.96 (3H, dt, J = 11.5 Hz, 3.7 Hz), 6.03 (1H, brs).

29943-42-8, 29943-42-8 Dihydro-2H-pyran-4(3H)-one 121599, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Takeda Pharmaceutical Company Limited; NARA, Hiroshi; DAINI, Masaki; KAIEDA, Akira; KAMEI, Taku; IMAEDA, Toshihiro; KIKUCHI, Fumiaki; EP2857400; (2015); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

65412-03-5,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.65412-03-5,4-(2-Aminoethyl)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

A mixture of Example 512A (50MG, 0.15 mmol) and 2- (TETRAHYDRO-PYRAN-4-YL)- ethylamine (38.3 mg, 0.30 mmol) in dioxane (2.0 mL) was heated 11 hours at 50 C, cooled to room temperature, and concentrated under vacuum. The residue was purified by preparative HPLC to give 30.3 mg (53%) of the desired PRODUCT. 1H NMR (300 MHz, DMSO-d6) 8 10.05 (s, 1H), 8.56 (br s, 1H), 8.16 (s, 1H), 7.70 (d, J=8.5 Hz, 1H), 7.11 (d, J=2.0 Hz, 1H), 7.00-7. 08 (m, 3H), 6.97 (dd, J=2.0, 8.5 Hz, 1H), 4.00-4. 04 (m, 2H), 3.78-3. 86 (m, 2H), 3.20-3. 30 (m, 3H), 2.88-3. 00 (m, 2H), 1.49-1. 58 (m, 4H), 1.11-1. 19 (m, 2H).

As the paragraph descriping shows that 65412-03-5 is playing an increasingly important role.

Reference£º
Patent; ABBOTT LABORATORIES; WO2004/76424; (2004); 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

Add 4-oxo-5- (p-tolyl) -1,4-dihydropyridine-3-carboxylic acid ethyl ester (1.56 g, 6.1 mmol, 1.0 eq) to DMF (45 mL), and then add cesium carbonate (3.96g, 12.2mmol, 2.0eq)And 4- (bromomethyl) tetrahydro-2H-pyran (1.2 g, 6.7 mmol, 1.1 eq), heated to 100 C. and reacted overnight. After detecting the reaction by TLC and LC-MS, cool to room temperature, add water (100 mL), separate the layers, extract the aqueous phase with ethyl acetate (50 mL ¡Á 5), wash with saturated brine (50 mL ¡Á 3), dry, filter, and concentrate. The crude product was subjected to silica gel column chromatography to obtain a yellow solid (1.2 g, 77%).

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

Reference£º
Patent; Nanjing Yaojie Good Health Biological Technology Co., Ltd.; Wu Yongqian; Li Lin; Wan Zhonghui; (107 pag.)CN110041316; (2019); A;,
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.29943-42-8,Dihydro-2H-pyran-4(3H)-one,as a common compound, the synthetic route is as follows.

To a stirred suspension of 4 A powdered molecular sieves and dihydro-2H-pyran-4(3H)-one (27.8 mL, 300 mmol) in ethanol (300 mL), tetrahydrofuran (150 mL) was added methanamine (180 mL, 360 mmol) dropwise and stirred overnight at room temperature. Reaction mixture was cooled to 0-5 C., then was added sodium borohydride (22.67 g, 599 mmol) lot wise for 20 min and stirred for 6 h at room temperature. Reaction mixture was quenched with 10% solution of NaHCO3 (300 mL) and concentrated under reduced pressure to remove the volatiles. The above reaction mixture was diluted with ethyl acetate (300 mL) and filtered through CELITE bed filter. The CELITE bed was washed with ethyl acetate (100 mL). The aqueous layer was separated and extracted with ethyl acetate (2*100 mL). The combined organic layer was dried over sodium sulfate and concentrated under reduced pressure to get crude 866A (25 g, 211 mmol, 70.3% yield) as yellow liquid and taken for next step without further purification. LC-MS Anal. Calc’d. for C6H13NO, 115.10. found (M+H) 116.10 Tr=0.36 min (Method U)., 29943-42-8

29943-42-8 Dihydro-2H-pyran-4(3H)-one 121599, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; Balog, James Aaron; Cherney, Emily Charlotte; Guo, Weiwei; Huang, Audris; Markwalder, Jay A.; Seitz, Steven P.; Shan, Weifang; Williams, David K.; Murugesan, Natesan; Nara, Susheel Jethanand; Roy, Saumya; Thangavel, Soodamani; Sistla, Ramesh Kumar; Cheruku, Srinivas; Thangathirupathy, Srinivasan; Kanyaboina, Yadagiri; Pulicharla, Nagalakshmi; (495 pag.)US2016/289171; (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.137052-08-5,1-(Tetrahydro-2H-pyran-4-yl)ethanone,as a common compound, the synthetic route is as follows.

Combine selenium dioxide (181.80 g, 1.64 mol), 1,4-dioxane (630 mL), acetic acid (31.5 mL, 0.67 eq), and water (31.5 mL). Heat to 90C and add l-(tetrahydro-pyran- 4-yl)-ethanone (105.0 g, 1.0 eq) dropwise. Stir at 90C overnight. After cooling, filter through a plug of silica/Celite and wash with tetrahydrofuran (2.5 L). Dry the organics over anhydrous magnesium sulfate, filter, and concentrate in vacuo. Dissolve the crude material in methanol (500 mL) and add to a solution of tert-butyl 4-formylpiperidine- 1 – carboxylate (174.72 g, 1.0 eq) and ammonium acetate (315.74 g, 5.0 eq) in methanol(1.45 L) at 0C. Stir overnight. Filter through silica/Celite and wash with ethyl acetate and methanol. Concentrate the filtrate in vacuo. Dilute with methyl tert-butyl ether (400 mL) and water (400 mL), then adjust the pH to 2 by addition of aqueous 85% phosphoric acid. Separate the layers and wash the aqueous phase with methyl tert-butyl ether (200 mL). Basify the resulting aqueous phase with solid sodium carbonate to pH 10 and extract with ethyl acetate (3 x 200 mL). Wash the organics with saturated aqueous sodium chloride. Dry the organics over anhydrous magnesium sulfate, filter, and concentrate in vacuo to afford tert-butyl 4-(4-(tetrahydro-2H-pyran-4-yl)-lH-imidazol-2- yl)piperidine- 1-carboxylate (105.1 g, 38%). MS (ES) m/z = 336 [M]+., 137052-08-5

137052-08-5 1-(Tetrahydro-2H-pyran-4-yl)ethanone 9877365, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; ELI LILLY AND COMPANY; BEIGHT, Douglas, Wade; BURKHOLDER, Timothy, Paul; CLAYTON, Joshua, Ryan; EGGEN, MariJean; HENRY, Kenneth, James, Junior; JOHNS, Deidre, Michelle; PARTHASARATHY, Saravanan; PEI, Huaxing; REMPALA, Mark, Edward; SAWYER, Jason, Scott; WO2011/50016; (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.125552-89-8,4-(Bromomethyl)tetrahydropyran,as a common compound, the synthetic route is as follows.

Intermediate 1 (5.1 g, 22.1 mmol), 4-(bromomethyl)tetrahydro-2H-pyran (4.35 g24.3 mmol) and caesium carbonate (36 g, 110 mmol) were stirred in DMF (150 mL)at 120C for 22h. The reaction mixture was filtered and the filtrate concentratedunder reduced pressure. Crude material (7.1 g) contained the title compoundalongside with the corresponding carboxylic acid.This mixture was stirred in methanol (150 mL) and acetyl chloride (4.23 g, 53.9 mmol) at 90C for 16 hours. The reaction mixture was filtered and the filtrate concentrated under reduced pressure. Crude material was purified by columnchromatography (silica gel, hexane/ EE gradient) to afford the title compound 6.02 g (83% yield).1H NMR (400 MHz, DMSO-d6) 6 [ppm] 1.26 – 1.39 (m, 2 H) 1.66 (dd, J=12.80, 1.90 Hz, 2 H) 1.94 – 2.06 (m, 1 H) 3.29 – 3.37 (m, 2 H) 3.85 – 3.90 (m, 5 H) 3.92 (d, J=6.34 Hz, 2 H) 7.42 (dd, J=2.41, 1.39 Hz, 1 H) 7.46 (t, J=2.15 Hz, 1 H) 7.62 (t,J=1.52 Hz, 1 H).

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

Reference£º
Patent; EVOTEC AG; DAVENPORT, Adam James; BRAEUER, Nico; FISCHER, Oliver Martin; ROTGERI, Andrea; ROTTMANN, Antje; NEAGOE, Ioana; NAGEL, Jens; GODINHO-COELHO, Anne-Marie; (703 pag.)WO2016/91776; (2016); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

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

To a stirred solution of tetrahydro-2H-pyran-4-carboxylic acid (1.5 g, 0.01 mmol) in CH2Cl2 (10 mL) was added oxalyl chloride (1.6 g, 0.01 mmol) and DMF (1 drop) at 0 oC. The reaction mixture was warmed to room temperature and stirred for 2 h. After consumption of acid (monitored by TLC), the mixture was concentrated in vacuo. The crude material was dissolved in ether and cooled to -10 oC. A solution of CH2N2 in ether (20 mL) was added and the reaction mixture was warmed to room temperature and stirred for 16 h. After consumption of the starting material (monitored by TLC), the mixture was concentrated in vacuo. To a stirred solution of the crude material in CH2Cl2 (20 mL) was added a solution of 48% aq HBr (5 mL) at -10 oC. The reaction mixture was warmed to room temperature and stirred for 1 h. After consumption of the starting material (monitored by TLC), the reaction was quenched with a sodium bicarbonate solution (50 mL) and extracted with CH2Cl2 (2 x 50 mL). The combined organic extracts were washed successively with a sodium bicarbonate solution (20 mL) and water (20 mL). The organic layer was dried over sodium sulfate, filtered and concentrated in vacuo to afford 2-bromo-1-(tetrahydro-2H-pyran-4-yl) ethan-1- one (2 g) as a yellow solid. 1H-NMR (DMSO-d6, 500 MHz): delta 4.49 (s, 2H), 3.83 (d, 2H), 3.33 (t, 2H), 2.90-2.80 (m, 1H), 1.80-1.70 (m, 2H), 1.57-1.44 (m, 2H); TLC: 30% EtOAc:hexanes (Rf: 0.7)

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

Reference£º
Patent; FORUM PHARMACEUTICALS INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/109109; (2015); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics