Heterocyclic Building Blocks-Tetrahydropyrans

130290-79-8, (Tetrahydro-2H-pyran-4-yl)methanamine is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4-Fluoro-3-nitrobenzenesulfonamide (2.18 g), (tetrahydropyran-4-yl)methylamine (1.14 g), and triethylamine (1 g) were stirred in THF (30 mL) for 24 hours. The solution was diluted with ethyl acetate, washed with NaH2PO4 solution and brine, and dried (Na2SO4), filtered and concentrated. The product was triturated from ethyl acetate.

130290-79-8, As the paragraph descriping shows that 130290-79-8 is playing an increasingly important role.

Reference£º
Patent; ABBOTT LABORATORIES; US2010/160322; (2010); 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.720706-20-7,(4-Amino-4-tetrahydropyranyl)methanol,as a common compound, the synthetic route is as follows.

PREPARATION 9l-r(4-methylphenyl)sulfonyl]-6-oxa-l-azaspiror2.51octaneA solution of 4-aminotetrahydro-2H-pyran-4-methanol (16 g, 122 mmol) in dichloromethane (700 mL) was treated with triethylamine (85 mL, 610 mmol), p-toluenesulfonyl chloride (69.8 g, 366mmol) and DMAP (1490 mg, 12.2 mmol) under nitrogen. After approximately 18 hours at room temperature, the reaction was filtered through a pad of silica gel. The filtrate was concentrated in vacuo then purified by chromatography on silica gel (5-20% EtOAc/hexane) to afford intermediate the title compound (12.5g) as a white solid.1H NMR (CDCl3, 500 MHz, ppm) delta 1.92 (m, 2H), 2.08 (m, 2H), 2.47 (s, 3H), 2.52 (s, 2H), 3.76 (m, 2H), 3.99 (m, 2H), 7.35 (d, J=8.0 Hz, 2H), 7.86 (d, J=8.5 Hz, 2H)., 720706-20-7

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

Reference£º
Patent; MERCK SHARP & DOHME CORP.; GREENLEE, Mark, L.; WILKENING, Robert; APGAR, James; WILDONGER, Kenneth, James; MENG, Dongfang; PARKER, Dann, L.; WO2010/19203; (2010); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

185815-59-2, 4-Isobutyldihydro-2H-pyran-2,6(3H)-dione is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,185815-59-2

Example 5: Preparation of CSRVS-methyl-S-^-oxo^irdRVl-phenylethyllammolethyl) hexanoic acid compound (24); [0079] A three-necked flask equipped with an addition funnel, thermometer pocket, drying tube and a mechanical stirrer, was charged with methylene chloride (100 ml), (R)-(+)- phenylethylamine (53.38 g, 0.44 mole) and 4-dimethylaminopyridine (0.18 g, 0.00147 mole). The mixture was cooled to a temperature of 0-5C, followed by addition of a solution of 3-isobutyl glutaric anhydride (25 g, 0.147 mole) in methylene chloride (25 ml), over a period of 15-20 minutes, and stirring for additional 1.5-2 hours, at a temperature of 0-5C. The mixture was then extracted with 2.5-3 percent aqueous solution OfNaHCO3 solution (500 ml), and diluted with water (1000 ml) followed by washing the aqueous phase with toluene (1 x 100 ml and 1 x 50 ml). The pH of the aqueous phase was adjusted to 2-2.5 by adding a 1- 12N solution Of hydrochloric acid. The aqueous phase was further extracted with ethyl acetate (1 x 150 ml and 1 x 50 ml), followed by drying the combined ethyl acetates extracts over anhydrous sodium sulfate, and stripping off the solvents, to obtain a residue. The residue was crystallized from ethyl acetate and toluene mixture to get 26.2 g (61.3 percent yield) of a white solid of (3R)-5-methyl-3-(2-oxo-2-{[(lR)-l- phenylethyl]amino}ethyl)hexanoic acid with an optical purity of 99.41 percent, as measured by chiral HPLC.

As the paragraph descriping shows that 185815-59-2 is playing an increasingly important role.

Reference£º
Patent; TEVA PHARMACEUTICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.; WO2007/35789; (2007); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

1240390-36-6, tert-Butyl ((3R,4R)-4-aminotetrahydro-2H-pyran-3-yl)carbamate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 3 {(3R,4R)-4-[7-(6-Ethyl-pyridin-2-ylcarbamoyl)-thieno[3,2-d]pyrimidin-2-ylamino]-tetrahydro-pyran-3-yl}-carbamic acid tert-butyl ester To a solution of 2-chloro-thieno[3,2-d]pyrimidine-7-carboxylic acid (6-ethyl-pyridin-2-yl)-amide (0.060 g, 0.19 mmol) and tert-butyl (3R,4R)-4-aminotetrahydro-2H-pyran-3-ylcarbamate (0.081 g, 0.38 mmol) in dioxane (3 mL) was added DIPEA (0.099 mL, 0.57 mmol). The reaction mixture was heated at 110 C. overnight. The reaction mixture was cooled then diluted with EtOAc, washed with aqueous sodium carbonate, then brine, dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The residue obtained was then purified by chromatography (silica, 40 g, 10 to 60% EtOAc in hexanes) to give {(3R,4R)-4-[7-(6-ethyl-pyridin-2-ylcarbamoyl)-thieno[3,2-d]pyrimidin-2-ylamino]-tetrahydro-pyran-3-yl}-carbamic acid tert-butyl ester (0.040 g, 0.080 mmol, 42.6%) as a white solid. LCMS m/z [M+H]=499., 1240390-36-6

The synthetic route of 1240390-36-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Hoffmann-La Roche Inc.; Chen, Shaoqing; Hermann, Johannes Cornelius; Le, Nam T.; Lucas, Matthew C.; Padilla, Fernando; US2013/178460; (2013); A1;,
Tetrahydropyran – Wikipedia
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

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.

Reference£º
Patent; Meiji Seika Kaisha, Ltd.; EP1142881; (2001); 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.

Reference£º
Patent; Bristol-Myers Squibb Company; US2008/9465; (2008); 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.1240390-36-6,tert-Butyl ((3R,4R)-4-aminotetrahydro-2H-pyran-3-yl)carbamate,as a common compound, the synthetic route is as follows.

4-((3-Chlorophenyl)amino)-2-(methylthio)pyrimidine-5-carboxamide (see Example 41) (100 mg, 0.34 mmol) was dissolved in 5 mL NMP. To it was added MCPBA (70%, 126 mg, 0.51 mmol). The mixture was stirred for 50 m. To it were added DIEA (0.18 mL, 1.02 mmol) and tert-butyl ((3R,4R)-4-aminotetrahydro-2H-pyran-3-yl)carbamate (110 mg, 0.51 mmol). The mixture was stirred at 90C for 4 h. It was diluted with 100 mL EtOAc, washed with IN NaOH and brine, dried, concentrated in vacuo, subjected to flash column to isolate tert-butyl ((3R,4R)- 4-((5-carbamoyl-4-((3-chlorophenyl)amino)pyrimidin-2-yl)amino)tetrahydro-2H-pyran-3- yl)carbamate. It was treated with 1 : 1 TFA and DCM at RT for 1.5 h. The mixture was concentrated and subjected to reverse phase preparative HPLC to isolate the title compound (45 mg). MS found for C16H19C1N602 as (M+H)+ 363.3. UV: lambda=241 nm.

1240390-36-6, 1240390-36-6 tert-Butyl ((3R,4R)-4-aminotetrahydro-2H-pyran-3-yl)carbamate 68077633, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; PORTOLA PHARMACEUTICALS, INC.; JIA, Zhaozhong J.; KANE, Brian; XU, Qing; BAUER, Shawn M.; SONG, Yonghong; PANDEY, Anjali; DICK, Ryan; WO2013/78468; (2013); 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.53911-68-5,4-(4-Chlorophenyl)dihydro-2H-pyran-2,6(3H)-dione,as a common compound, the synthetic route is as follows.

General procedure: To the cold 0.1 M toluene solution of anhydride (10 mmol), alkaloid (1.1 equiv) and alcohol (1.5 equiv) were added. The reaction mixture was stirred until >90% conversion was reached (see Table 3) and the reaction was stopped by the addition of 5% HCl. The organic layer was washed once more with 5% HCl and evaporated. Oily residue was dissolved in 2% K2CO3 and washed successively with EtOAc. Aqueous solution was acidified with HCl to pH 2 and extracted with EtOAc. The organic extracts were dried over Na2SO4 and evaporated in vacuo., 53911-68-5

The synthetic route of 53911-68-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Iv?i?, Trpimir; Novak, Jurica; Do?li?, Nada; Hamer?ak, Zdenko; Tetrahedron; vol. 68; 39; (2012); p. 8311 – 8317;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

101691-65-0, (Tetrahydro-2H-pyran-4-yl)methyl 4-methylbenzenesulfonate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

CsC03 (313 mg, 0.961 mmol) was added to a solution of ethyl 2-((3-(4-((2′- chloro-4′-hydroxy-[1 ,1 ‘-biphenyl]-3-yl)methoxy)phenyl)oxetan-3-yl)oxy)propanoate (357 mg, 0.739 mmol) in DMF (5 mL) and the reaction mixture was stirred at RT for 10 minutes followed by the addition of (tetrahydro-2H-pyran-4-yl)methyl 4- methylbenzenesulfonate (commercial sources, 200 mg, 0.739 mmol). The reaction mixture was heated at 80 C for 2 hours. After completion of reaction the reaction mixture was quenched with ice-cold water and concentrated. The residue was dissolved in ethylacetate and washed with water. The organic layer was dried over anhydrous sodium sulphate, concentrated and purified by flash chromatography to obtain the title compound as semi solid (266 mg). Yield: 61.93%; 1H NMR (CDCI3, 300 MHz): delta 7.48 (s, 1H), 7.45-7.41 (m, 3H), 7.32-7.24 (m, 3H), 7.02-6.99 (m, 3H), 6.88-6.84 (m, 1H), 5.13 (s, 2H), 5.04 (d, J = 6.6 Hz, 1H), 4.95-4.86 (m, 3H), 4.06- 4.05 (m, 2H), 4.01-3.94 (m, 2H), 3.85-3.77 (m, 3H), 3.50-3.42 (m, 2H), 2.07-2.09 (m, 1H), 1.79-1.75 (m, 2H), 1.50-1.46 (m, 2H),1.32 (d, J= 6.9 Hz, 3H), 1.16 (t, J= 7.2 Hz, 3H); MS (m/z) 603.2 [M+ Na]., 101691-65-0

The synthetic route of 101691-65-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PIRAMAL ENTERPRISES LIMITED; SHARMA, Rajiv; HALDER, Somnath; KUMAR, Sanjay; WO2014/170842; (2014); A2;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics