Category: Tetrahydropyrans

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5631-96-9,2-(2-Chloroethoxy)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

EXAMPLE 1 LL- (4- [2- (2-HYDROXYETHOXY) ETHYL]-L- piperazinyl) dibenzo (b, f] [1, 4] thiazepine (base Quetiapine) To 26.2 mL of 50% aqueous solution of sodium hydroxide are added successively 5 G (14.7 mmols) de 2- (4- dibenzo [b, f] [1, 4] THIAZEPINE-11-IL-PIPERAZINE-L-IL) ethanol, 10.43 g (63.4 mmols) of 2- (2-CHLOROETHOXY)-TETRAHYDRO-2H- pyrane and 0. 49 g of tetrabutyl ammonium hydrogen sulphate. The mixture is heated at 60C for 6 hours with thorough stirring. It is cooled to 20-25C, and 45 mL de toluene and 26 mL of water are added while agitating. The phases are separated and the organic phase is washed with water (2 x 26 ML). 32 mL of water and 5 mL of 35% hydrochloric acid 35% are added and the two-phase mixture is stirred at 20-25C for 3 hours. The phases are separated and the aqueous phase is washed successively with n-butanol (10 mL) and toluene (10 ML). Then 45 ML OF toluene and 10% aqueous solution of potassium carbonate are added until the aqueous phase pH 10 is reached. The phases are separated and the aqueous phase is extracted with toluene (10 mL). The combined organic phases are evaporated to dryness under vacuum, yielding 4.80 g (85%) of the product of the title as a light yellow oil., 5631-96-9

As the paragraph descriping shows that 5631-96-9 is playing an increasingly important role.

Reference£º
Patent; LABORATORIOS VITA, S.A.; WO2005/14590; (2005); A2;,
Tetrahydropyran – Wikipedia
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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.

General procedure: A stirred solution of 4-(2-hydroxyethyl)-morpholine (2.5mL, 20.7mmol) and Et3N (8.6mL, 62.0mmol) in anhydrous DCM (48mL) under N2 was cooled to 0C and then methanesulfonyl chloride (2.4mL, 31.0mmol) was added dropwise. The mixture was stirred at rt for 2h, filtered, the solid washed with minimal DCM and this filtrate combined with the original filtrate was evaporated under reduced pressure to give a yellow oil (10.24g) as a mixture of the desired product 2-(morpholin-4-yl)ethyl methanesulfonate and a salt (Et3NH+Cl+). This material was used without further purification. A stirred solution of 5-benzyloxyindole (600mg, 2.7mmol) in anhydrous DMF (11mL) under N2 was cooled to 0C, and then NaH (60% by mass dispersion in mineral oil; 358mg, 9.0mmol) was added. The mixture was stirred at 0C for 10min and then at rt for 30min. The reaction mixture was cooled to 0C and a solution of 2-(morpholin-4-yl)ethyl methanesulfonate (1.13g, 5.4mmol) in anhydrous DMF (5mL) was added. The mixture was stirred at 45C for 2h, cooled to rt, diluted with EA (20mL) and quenched with sat. aq. NH4Cl (20mL) and H2O (10mL). The layers were separated and the aqueous layer extracted with EA (3¡Á20mL). The combined organics were washed with H2O (4¡Á70mL), dried over MgSO4, filtered and evaporated under reduced pressure. The crude product was purified using flash silica column chromatography (2:1PE:EA) to yield the desired 7a (690mg, 2.1mmol, 76%) as a light brown wax (Rf 0.13, 2:1PE:EA).

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

Reference£º
Article; Cooper, Anna G.; MacDonald, Christa; Glass, Michelle; Hook, Sarah; Tyndall, Joel D.A.; Vernall, Andrea J.; European Journal of Medicinal Chemistry; vol. 145; (2018); p. 770 – 789;,
Tetrahydropyran – Wikipedia
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.2081-44-9,Tetrahydro-2H-pyran-4-ol,as a common compound, the synthetic route is as follows.

A. 4-(4-methylphenylsuIfonyloxy)tetrahydropyran: Add TsCl (22.33 g, 117.1 mmol) and DMAP (0.55 g, 4.5 mmol) to a mixture of 4-hydroxytetrahydropyran (9.2 g, 90.08 mmol), pyridine (10.93 ml, 135.12 mmol), and methylene chloride (180 ml). Stir the mixture for 7 days, then add hexanes (360 ml), and filter. Collect the filtrate and wash it sequentially with 5N HCl, and brine. Dry over MgSC>4, remove the solids by filtration and concentrate the filtrate Purify by silica gel chromatography (5-30% methylene chloride/hex) to give the product as an oil (20.75 90%). 1HNMR (CDCl3): delta 1.70-1.91 (m, 4H), 2.47 (s, 3H), 3.48 (m, 2H), 3.86 (m, 2H), 4.65 (m, IH), 7.35 (d, 2H, 8.8 Hz), 7.80 (d, 2H, 8.8 Hz).

2081-44-9, As the paragraph descriping shows that 2081-44-9 is playing an increasingly important role.

Reference£º
Patent; ELI LILLY AND COMPANY; WO2007/87488; (2007); A2;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

585-88-6, Maltitol is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Namely, the procedure of the above Synthetic Example 1 was repeated except that 50 g of maltitol was dissolved in 200 ml of water. Thus 45 g of purified maltitol phosphate disodium salt was obtained., 585-88-6

The synthetic route of 585-88-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Kao Corporation; US5409705; (1995); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

1194-16-7, 2,2-Dimethyltetrahydropyran-4-one is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a 50 mL round bottomed flask, 2,2-dimethyldihydro-2/-/-pyran-4(3/7)-one (0.3 g, 2.3 mmol) was dissolved in water (15 mL) along with sodium metabisulfite (0.22 g, 1.17 mmol). The mixture was allowed to stir at rt for 1 h and N1-benzyl-N1-isopentyl-N2-methylethane-1,2-diamine dihydrochloride (0.72 g, 2.3 mmol) and DIPEA (1.6 mL, 9.4 mmol) were added. The mixture was stirred for 2 h and potassium cyanide (0.243 g, 3.7 mmol) was added to the reaction mixture. The reaction was stirred at rt until full conversion was achieved (12 days). The colourless solution was extracted with ethyl acetate and the combined organic phases were washed with NaHCC>3, dried over MgSC>4, filtered and concentrated to dryness to give the title compound as yellow oil (0.65 g, yield 75%). 1H NMR (400 MHz, CDCl3) delta ppm: 7.41 – 7.13 (m, 5H), 3.83 – 3.77 (m, 2H), 3.58 (s, 2H), 2.61 – 2.41 (m, 4H), 2.23 (s, 3H), 2.02 – 1.93 (m, 2H), 1.69 – 1.51 (m, 5H), 1.49 – 1.39 (m, 2H), 1.38 (s, 3H), 1.23 (s, 3H), 0.86 (d, J = 6.6 Hz, 6H)

1194-16-7, As the paragraph descriping shows that 1194-16-7 is playing an increasingly important role.

Reference£º
Patent; LABORATORIOS DEL DR. ESTEVE, S.A.; ALMANSA-ROSALES, Carmen; GARCIA-LOPEZ, Monica; RODRIGUEZ ESCRICH, Sergio; (158 pag.)WO2018/153546; (2018); 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.4295-99-2,4-Cyanotetrahydro-4H-pyran,as a common compound, the synthetic route is as follows.

Reference Example 2: Tetrahydropyran-4-carbaldehyde. To a solution of tetrahydro pyran-4-carbonitrile (1.0 g, 9.0 mmol) in toluene (10 mL) was added diisobutylaluminium hydride solution (DIBAL-H, 10.8 mL, 10.8 mrnol,10 IM in toluene) at -78C. The reaction was stirred at -780C for 1 hour then allowed to warm to r.t. The reaction was quenched with saturated ammonium chloride solution and extracted with ethyl acetate. The combined organics were washed with brine, dried over sodium sulfate, filtered and concentrated under reduced pressure to afford tetrahydropyran-4-carb aldehyde (530 mg, 52 %)., 4295-99-2

4295-99-2 4-Cyanotetrahydro-4H-pyran 11815837, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; F2G LTD; WO2008/62182; (2008); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

220641-87-2, N-Methyltetrahydro-2H-pyran-4-amine is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 63 mg (0.15 mmol) E-4, 17 mg (0.15 mmol) methyl-(tetrahydro-pyran-4-yl)-amine, 500 muL NMP and 1 mL dioxane is stirred at 90C for 1 h. The reaction mixture is purified with RP chromatography (C18, 10-80% acetonitrile in water containing 0.1% formic acid). Yield: 12 mg (16%). HPLC-MS: M+H = 514; tR = 0 min.

220641-87-2, 220641-87-2 N-Methyltetrahydro-2H-pyran-4-amine 6991950, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; The designation of the inventor has not yet been filed; EP2546249; (2013); A1;,
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61363-56-2, 2H-Pyran-3,5(4H,6H)-dione is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

61363-56-2, A solution of 2-{[2-amino-5-(trifluoromethoxy)phenyl]disulfanyl}-4-(trifluoromethoxy)aniline (llb-2) (0.456 g, 1 .10 mmol) and oxane-3,5-dione (III- 5) (0.250 g, 2.19 mmol) in ethanol (7 ml) and triethylamine (0.5 ml) was refluxed for 16 hours. After completion of the reaction the mixture was concentrated to dryness under reduced pressure. The yield after flash chromatography (100-200 mesh size silica gel, 25-30% ethyl acetate in hexane) was 18 mg.

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

Reference£º
Patent; MEDEIA THERAPEUTICS LTD; RATILAINEN, Jari; GOLDSTEINS, Gundars; WO2014/191632; (2014); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

1245724-46-2, (S)-Tetrahydro-2H-pyran-3-amine hydrochloride is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a dry 200 mL RBF was added di(2-pyridyl) thionocarbonate (1.69 g, 7.27 mmol, commerically available from Sigma Aldrich) and (3 S)-oxan-3 -amine hydrochloride (1.00 g, 7.27 mmol, commerically available from Accela ChemBio mc) in DCM (24 mL). N-Ethyl-Nisopropylpropan-2-amine (1.33 mL, 7.63 mmol, commerically available from Sigma Aldrich) in DCM (20 mL) was then added dropwise via a addition funnel over 20 mm at RT with stirring. The reaction mixture was stirred at RT for 15 h. The reaction mixture was concentrated in vacuo. The material thus obtained was absorbed onto a plug of silica gel and purified by chromatography through a Redi-Sep pre-packed silica gel column (24 g), eluting with a gradient of 0% to 50% EtOAc in heptane, to provide (S)-3-isothiocyanatotetrahydro-2H-pyran (0.99 g, 6.91 mmol, 95 % yield) as a colorless oil. 1H NMR (400 MHz, CDC13) oe 3.81-3.85 (m, 1H), 3.55-3.72 (m, 4H), 2.04-2.11 (m, 1H), 1.81-1.89 (m, 2H), 1.56-1.64 (m, 1H)., 1245724-46-2

1245724-46-2 (S)-Tetrahydro-2H-pyran-3-amine hydrochloride 60145922, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; AMGEN INC.; BROWN, Matthew; CHEN, Ning; CHEN, Xiaoqi; CHEN, Yinhong; CHENG, Alan C.; CONNORS, Richard V.; DEIGNAN, Jeffrey; DRANSFIELD, Paul John; DU, Xiaohui; FU, Zice; HARVEY, James S.; HEATH, Julie Anne; HEUMANN, Lars V.; HOUZE, Jonathan; KAYSER, Frank; KHAKOO, Aarif Yusuf; KOPECKY, David J.; LAI, Su-Jen; MA, Zhihua; MEDINA, Julio C.; MIHALIC, Jeffrey T.; OLSON, Steven H.; PATTAROPONG, Vatee; SWAMINATH, Gayathri; WANG, Xiaodong; WANSKA, Malgorzata; YEH, Wen-Chen; (815 pag.)WO2018/97944; (2018); 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.1228779-96-1,3-Nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide,as a common compound, the synthetic route is as follows.

General procedure: To a solution of appropriate crude acid (1 eq) in CH2Cl2 wereadded EDCI (3 eq), DMAP (0.3 eq) and DIPEA (3 eq). The solutionwas stirred at room temperature for 0.5 h and compound 23 [7] (0.8eq) was added. The resulting mixture was stirred for another 8 hand water was added. The layers were separated, and the aqueouslayer was extracted with CH2Cl2. The combined organic layer waswashed with brine, dried over anhydrous Na2SO4, filtered, andconcentrated under vacuo. The residue was prified by chromatography(CH2Cl2/CH3OH 40:1) to provide target compounds 27a-i,28a-d and 34a-c.

1228779-96-1, 1228779-96-1 3-Nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide 57474953, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Article; Liu, Xiaohua; Zhang, Yu; Huang, Wenjing; Luo, Jia; Li, Yang; Tan, Wenfu; Zhang, Ao; European Journal of Medicinal Chemistry; vol. 159; (2018); p. 149 – 165;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics