Tag: M.W:100-200

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.

j00443J Tb a solution of compound MFW246-.1 (194 mg, 1.23 mmol) in absolute EtOH (41n1) was added NaBH4 (93 nig, 2.47 mmol) at room temperature. The mixture was stirred for ih. and then acetone (2 ml) was slowly introduced. After I h, a solution of 4- (bromomethyi)-tetrahydro-2H-pyran (221 mg, 1,23 mmoi) in EtOH (2 ml) was added. The resulting dark reaction mixture was heated to refiux for 1 h, and was then cooled and concentrated in vacuo. The residue was partitioned between EtOAc and brine. The organic phase was separated, dried (MgSO4), and concentrated in vacuo to give a crude solid which was triturated with diethyl ether/hexane to provide compound MFW3.2024 (250 mg, 88%) LCMS (m/z): 231 [M ¡Â H]¡Â., 125552-89-8

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

Reference£º
Patent; DANA-FARBER CANCER INSTITUTE, INC.; HAO, Mingfeng; GRAY, Nathanael, S.; ZHANG, Tinghu; KWIATKOWSKI, Nicholas, P.; (307 pag.)WO2017/44858; (2017); A2;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

1197-66-6, 2,2,6,6-Tetramethyl-2H-3,5,6-trihydropyran-4-one is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1. 1-(4-hydroxy-2,2,6,6-tetramethyltetrahydro-2H-pyran-4-yl)ethanone To a stirred solution of ethoxyethene (1.84 g, 25.5 mmol) in THF (40 mL) was added tBuLi (16 mL, 25.6 mmol) at -78 C. The reaction mixture was slowly allowed to warm to 10 C. followed by addition of 2,2,6,6-tetramethyldihydro-2H-pyran-4(3H)-one (2 g, 12.8 mmol). The mixture was stirred for 16 h at room temperature. The reaction was quenched by the addition of HCl (3 mL) in aqueous methanol (20 mL, MeOH_H2O=1:1). The combined organic extracts were washed with brine, dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure to provide the crude title compound as an off-white solid (1.2 g) which was used in the next step without further purification.

1197-66-6, The synthetic route of 1197-66-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Janssen Pharmaceutica NV; Ahmad, Ishtiyaque; Bakthavatchalam, Rajagopal; Battula, Sivaramakrishna; Gijsen, Henricus Jacobus, Maria; Wall, Mark; US2015/51225; (2015); 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.61363-56-2,2H-Pyran-3,5(4H,6H)-dione,as a common compound, the synthetic route is as follows.

61363-56-2, Under a nitrogen atmosphere,In a 5 mL reaction tube with a Teflon magnetic stir bar,Add 0.30 mmol of 2H-pyran-3,5(4H,6H)-dione,1.0 mL 1,2-dichloroethane,0.060 mmol of 2-dimethylaminopyridine,0.45 mmol of ethyl trifluoroacetate,The reaction was stirred in an oil bath at 120 C for 16 h in a closed system and then cooled to room temperature.Combine the organic phase,Extracted with saturated ammonium chloride solution and ethyl acetate.The organic solvent is removed by rotary evaporation to obtain a crude product.The crude product was subjected to silica gel column chromatography.Elected with n-pentane and dichloromethane,get4-(trifluoromethyl)pyrano[3,4-b]pyran-2,5(6H,8H)-Diketone(Isolation yield 43%).

As the paragraph descriping shows that 61363-56-2 is playing an increasingly important role.

Reference£º
Patent; Fuzhou University; Weng Zhiqiang; Yan Weitao; Wu Wei; (12 pag.)CN109232416; (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.125552-89-8,4-(Bromomethyl)tetrahydropyran,as a common compound, the synthetic route is as follows.

125552-89-8, Example 70(IS, 2R) and (1R, 2S)-2-(4-chlorophenyl)-l’-((tetrahydro-2H-pyran-4-yl)methyl) spiro [cyclopropane- 1 ,3′-indolin] -2′-oneRacemic (IS, 2R)-2-(4-chlorophenyl)spiro[cyclopropane-l,3′-indolin] -2′-one and (1R, 2S)-2-(4-chlorophenyl)spiro[cyclopropane-l,3′-indolin] -2′-one (270 mg, 1.0 mmol, 1.0 equiv.) were added to a stirred solution of sodium hydride (60 %, 60 mg, 1.5 mmol) in 5 mL of DMF under argon atmosphere at 0C. After stirring for 1 hour, 4-bromomethyl- tetrahydropyran (215 mg, 1.2 mmol) was added. The reaction mixture was stirred for 14 hours at room temperature. The crude product was purified by HPLC to give the title compound as a white solid (258 mg, 70 %). LC/MS m/e calcd. for C22H22CINO2: 367, observed (M+H)+: 368.2 ? NMR (400 MHz, MeOD-d4) 5ppm 1.39 – 1.55 (m, 2 H) 1.65 (dd, J=13.14, 1.77 Hz, 2 H) 2.11 – 2.25 (m, 3 H) 3.22 (t, J=8.46 Hz, 1 H) 3.37 – 3.47 (m, 2 H)3.79 (d, J=7.33 Hz, 2 H) 3.94 – 4.04 (m, 2 H) 6.09 (d, J=7.58 Hz,l H) 6.76 (t, J=7.58 Hz, 1 H) 7.11 (d, J=7.83 Hz, 1 H) 7.17 – 7.25 (m, 3 H) 7.33 (d, J=8.34 Hz, 2 H). MS calcd. For C22H22CINO2 367, obsd. (ESF) [(M+H)+] 368.

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

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; CHEN, Li; FENG, Lichun; HE, Yun; HUANG, Mengwei; YUN, Hongying; WO2011/70039; (2011); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

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

A solution of 3-hydroxytetrahydropyran (Astatech, 2.0 g, 20 mmol) in N,N- dimethylformamide (40 mL) was stirred in an ice-water bath under an atmosphere of Argon. Sodium hydride (60 % in mineral oil, 0.79 g, 20 mmol) was added in a single portion. The mixture was stirred at 0 C for one hour and then the cooling bath was removed. To the mixture was added via syringe 5-bromo-2-fluorobenzonitrile (Matrix Scientific, 3.3 g, 17 mmol) as a solution in A/,A/-dimethylformamide (20 mL) at room temperature. Mixture was stirred for 3 hours at 50 C block and then allowed to cool to room temperature. Water was added and the resulting precipitate was collected by filtration, washed with water, dried under house vacuum and then in vacuum oven over P205 to provide the desired material. 1H NMR (400 MHz, DMSO-d6) delta 8.04 (d, J = 2.5 Hz, 1 H), 7.84 (dd, J = 9.1 , 2.6 Hz, 1 H), 7.35 (d, J = 9.1 Hz, 1 H), 4.64 (m, 1 H), 3.82 (m, 1 H), 3.63 (m, 3H), 2.05 (m, 1 H), 1.83 (m, 2H), 1.57 (m, 1 H)., 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; GILEAD SCIENCES, INC.; DU, Zhimin; GUERRERO, Juan, Arnaldo; KAPLAN, Joshua, Aaron; KNOX, JR., John Edward; NADUTHAMBI, Devan; PHILLIPS, Barton, W.; VENKATARAMANI, Chandrasekar; WANG, Peiyuan; WATKINS, William, J.; ZABLOCKI, Jeff; WO2015/187684; (2015); 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.23462-75-1,Dihydro-2H-pyran-3(4H)-one,as a common compound, the synthetic route is as follows.

Example 96A 6,7-dihydro-4H-pyrano[3,4-d]thiazol-2-amine To a solution of lithium diisopropylamide (2.5 mL, 5.0 mmol, 2M in THF, Aldrich) in THF (20 mL) was added drop wise dihydro-2H-pyran-3(4H)-one (0.5 g, 5 mmol, Small Molecules Inc) in THF (2 mL) at -78 C. The reaction mixture was stirred at -45 C. for 2 hr and then cannulated to a solution of sulfur (0.16 g, 5.0 mmol) in THF (20 mL) at -45 C. The reaction mixture was warmed to 0 C. and a solution of cyanamide (0.42 g, 10.0 mmol) in THF (2 mL) was added. After stirring for overnight, the reaction mixture was quenched with saturated NaHCO3 (10 mL). The aqueous layer was extracted with ethyl acetate (3*20 mL). The combined organic extracts were dried (Na2SO4), filtered and concentrated. The residue was purified by column chromatography using an Analogix Intelliflash280 (SiO2, 0-5% methanol in dichloromethane) to afford 0.1 g (10%) of the title compound. MS (ESI+) m/z 157 (M+H)+., 23462-75-1

23462-75-1 Dihydro-2H-pyran-3(4H)-one 90109, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; ABBOTT LABORATORIES; US2008/242654; (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.19752-84-2,Tetrahydro-2H-pyran-3-ol,as a common compound, the synthetic route is as follows.

EXAMPLE IDSTEP 2: Displacement of the leaving group with 6 membered 3- hydroxyheteroalkoxyalkyl compounds for the synthesis of 42-0-(heteroaIkoxyaIkyl) rapamycin compound.Preparation of 42-0-(tetrahydropyran-3-yl), rapamycin (Merilimus 3)A reaction flask containing triflate intermediate of step-1 was further cooled to -50 C temperature and 6.07 grams (46mmol) of N,N-di-n-butylethylamine (DNBEA) followed by 1.17 grams (13.8mmol) of tetrahydropyran-3-ol compound in methylene chloride were added. The reaction mixture was stirred at -10 C temperature for 12 hours. The reaction mixture was then allowed to warm to 15 C temperature and continuously stirred for 48 hours.The reaction mixture was further concentrated by evaporation under reduced pressure to provide a pale yellow viscous mass. The quantitative HPLC of reaction mass shows theoretical yield of 62%. This mass was purified by preparative HPLC (MeOH (65%): ACN (15%): H20 (20%)) to obtain the desired product in about 65% purity. Further purification was done by combiflash (0-40% EtOAc in Hexane) to get 42-0- (tetrahydropyran-3-yl) rapamycin compound having 97.3% purity by HPLC. Then stabilizing agent BHT in acetone was homogeneously mixed with purified compound and isolation & drying steps were carried out to get white solid powder of 42-0- (tetrahydropyran-3-yl) rapamycin compound. C56H87N014 Mol. Wt.: 998.2742-0-(tetrahydropyran-3-yl), rapamycin REACTION SCHEME-DThe 42-0-(tetrahydropyran-3-yl) rapamycin compound thus obtained was analytically identified., 19752-84-2

Big data shows that 19752-84-2 is playing an increasingly important role.

Reference£º
Patent; MERIL LIFE SCIENCES PVT. LTD; RANE, Dhananjay, Sharad; VYAS, Rajnikant, Gandalal; MINOCHA, Pramod, Kumar; WO2012/17449; (2012); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

137052-08-5, 1-(Tetrahydro-2H-pyran-4-yl)ethanone is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a 100-mL round-bottom flask was placed a solution of 1-(tetrahydro-2H-pyran-4-yl)ethan-1-one (10 g,78.0 mmol) in THF (200 mL) then the solution was cooled to 0C and NaBH4 (1.50 g,39.5 mmol) was added. The reaction was stirred for 30 mm at 0C,quenched by the addition of water,and extracted withEtOAc. The organic extracts were combined and concentrated under reduced pressure affording 10 g (98%) of the title compound as colorless oil. Mass Spectrum (LCMS,ESI pos):Calcd. for C7H15O2: 131.1 (M+H); Found: 131.2.

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; PROTEOSTASIS THERAPEUTICS, INC.; MUNOZ, Benito; BASTOS, Cecilia, M.; PARKS, Daniel; KOMBO, David; (301 pag.)WO2017/62581; (2017); 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.127956-11-0,Methyl 4-oxotetrahydro-2H-pyran-3-carboxylate,as a common compound, the synthetic route is as follows.

Example 204B 3,3-Dimethyl- l,5,9-trioxa-spiro[5.5]undecane-7-carboxylic acid methyl ester A mixture of Example 204A (5 g, 31 mmol), 2,2-dimethyl-propane-l,3-diol (4.27 g, 41 mmol) and toluene-4-sulfonic acid (200 mg) in toluene (60 mL) was refluxed overnight using Dean- Stark trap. After cooling to room temperature, the reaction mixture was quenched with a saturated NaHC(? (100 mL) solution. The aqeous layer was extracted with ethyl acetate (200 mL). The combined organic layers were washed with brine, dried over Na2S04, filtered, and concentrated in vacuo. The residue was purified by column chromatography (petroleum ether/ethyl acetate: 10/2) to provide the title compound (5 g, 65%) as a red oil.

127956-11-0, The synthetic route of 127956-11-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ABBOTT LABORATORIES; ABBOTT LABORATORIES TRADING (SHANGHAI) COMPANY, LTD.; WANG, Xueqing; MEYER, Michael; YAO, Betty; GUO, Tao; WEI, Guo Ping,Robert; WANG, Lijuan, Jane; WO2013/10453; (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.14774-37-9,Tetrahydropyran-4-methanol,as a common compound, the synthetic route is as follows.

14774-37-9, 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).

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

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/71196; (2011); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics