Month: October 2020

951127-25-6, tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-oxotetrahydro-2H-pyran-3-yl)carbamate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,951127-25-6

N-[(2R,3S,5R)-2-(2,5-difluorophenyl)-5-(6-methoxy-1,3,4,9-tetrahydropyrido[3,4 -b] ind-2-yl)tetrahydropyran-3-yl]carbamic acid tert-butyl ester (60 mg, 0.12 mmol)soluble in methanol (0.5mL), add methanol solution of hydrogen chloride (2 mL, 3.0 mol/L), The reaction was carried out for 1 hour at room temperature. Add solid sodium bicarbonate to adjust pH=8, Filtered, the filtrate was concentrated, The residue was subjected to silica gel column chromatography [dichloromethane/methanol (v/v) = 9/1] purified, the title compound was obtained (22 mg, yield 46%, HPLC purity 92.6%). It is a yellow solid.

951127-25-6 tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-oxotetrahydro-2H-pyran-3-yl)carbamate 44193925, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Ruyuan Yong Xing Technology Services Co., Ltd.; Li Jianhao; Gu Zheng; Tang Wanjun; Kang Panpan; Zhang Zongyuan; Deng Xinshan; Wang Xuli; (52 pag.)CN109928971; (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.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

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

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.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

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

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

83-87-4, (3R,4S,5R,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,83-87-4

In a 50 mL round bottom flask, add compound 1a (2.0 g, 5.13 mmol). Dissolve it in anhydrous dichloromethane (5 mL), subsequently, a 33% hydrobromic acid in acetic acid solution (2.5 mL) was slowly added dropwise, and reacted at room temperature for 2 h. After the reaction, the reaction solution was poured into a separatory funnel and 100 mL of dichloromethane was added. The organic phase was washed with water. After extraction, the organic phase was washed with an aqueous sodium hydrogen carbonate solution. Until no bubbles are generated, and finally washed with saturated brine, the organic phase was dried over anhydrous sodium sulfate. After removing the sodium sulfate solid by filtration, the solvent was distilled off under reduced pressure, The crude product was purified by silica gel column chromatography (petroleum ether: ethyl acetate = 4: 1),1b (1.81 g) was obtained as a white flaky solid.Yield: 85.4%

As the paragraph descriping shows that 83-87-4 is playing an increasingly important role.

Reference£º
Patent; Longkou Joint Chemical Co., Ltd.; Li Xiumei; Gao Qingzhi; Ji Wei; Wang He; Wang Jian; (32 pag.)CN107602649; (2019); B;,
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.

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.185815-59-2,4-Isobutyldihydro-2H-pyran-2,6(3H)-dione,as a common compound, the synthetic route is as follows.

Experimental ProceduresDesymmetrisation of 3-/sobutylglutaric anhydride by thiolysis using catalyst C2 at ambient temperature:[0099] A 60 ml. reaction vial, charged with 3-/sobutylglutaric anhydride (102.1 mg, 0.60 mmol) and C2 (7.1 mg, 0.012 mmol), was fitted with a septum and flushed with argon. MTBE (40 ml.) was added followed by cyclohexyl mercaptan (368 mul_, 3.0 mmol) in a dropwise manner via syringe. After 72 h stirring at room temperature, volatiles were removed under reduced pressure and the desired product (Vl) obtained, after purification by flash chromatography, in 100% yield(164.0 mg) as a colourless oil. [alpha]D20 = -5.9 (c 1.64, acetone).[0100] deltaH (400 MHz, CDCI3): 0.92 (app. d, J 6.5, 6H), 1.18-1.34 (m, 3H), 1.36-1.50 (m, 4H),1.56-1.78 (m, 4H), 1.88-1.98 (m, 2H), 2.34-2.52 (m, 3H), 2.56-2.64 (m, 2H), 3.48-3.59 (m, 1 H). deltac (100 MHz, CDCI3): 22.0, 22.1 , 24.7, 25.0, 25.5, 30.0, 32.5, 32.6, 37.6, 41.9, 42.7, 47.5, 176.7,198.2. HRMS (ESI): Found 285.1522 (M – H+) Ci5H25O3S requires 285.1524., 185815-59-2

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

Reference£º
Patent; THE PROVOST, FELLOWS AND SCHOLARS OF THE COLLEGE OF THE HOLY AND UNDIVIDED TRINITY OF QUEEN ELIZABETH NEAR DUBLIN; CONNON, Stephen Joseph; PESCHIULLI, Aldo; MARKEY, Lyn; WO2010/86429; (2010); A2;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics