Category: Tetrahydropyrans

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1172623-99-2,tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-hydroxytetrahydro-2H-pyran-3-yl)carbamate,as a common compound, the synthetic route is as follows.

Oxalyl chloride (0.295g, 2.28mmol) was added to dichloromethane (20mL), the system was cooled to -70 deg.] C, dimethylsulfoxide (0.18g, 2.28mmol) was slowly added to the above solution, maintaining the temperature of the system – 70 stirring continued for 10 minutes, N-Boc- (2R, 3S) -2- (2,5- difluorophenyl) -5-hydroxy-tetrahydro -2H- pyran-3-amine (0.5g, 1.52mmol ) in dichloromethane (10 mL) was slowly added to the solution, and then slowly added triethylamine (0.46g, 4.56mmol), the resulting solution was incubated for 30 minutes, warmed to room temperature and the reaction was continued for 30 minutes and dichloromethane (30 mL ) was poured into the reaction mixture, washed with saturated sodium bicarbonate solution was added the other (20 mL), brine.The organic layer was concentrated to dryness and the residue was purified by silica gel column chromatography: to give a white solid (0.38 g, purity 97.6%, yield: 76.1%) (eluent ethyl acetate, n-hexane)., 1172623-99-2

1172623-99-2 tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-hydroxytetrahydro-2H-pyran-3-yl)carbamate 86713019, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Shenzhen Han Yu Pharmaceutical Co., Ltd; Liu, Feipeng; Mi, Pengcheng; Tao, Anjin; Ma, Yaping; Yuan, Jiancheng; (18 pag.)CN106316888; (2017); A;,
Tetrahydropyran – Wikipedia
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873397-34-3, Tetrahydro-2H-pyran-3-carboxylic acid is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

873397-34-3, To a solution of (3-methoxy-5-methylpyrazin-2-yl)methanamine (150 mg, 979.2 u mol), tetrahydro-2/-/-pyran-3-carboxylic acid (127.4 mg, 979.2 pmol) in DCM (10 mL) was added HATU (670.2 mg, 1.8 mmol) and triethylamine (198.2 mg, 1.9 mmol). The mixture was stirred at 25¡ãC for 16 hours. The mixture was diluted with water (15 mL), extracted with DCM (3 x 30 mL). The combined organic layer was washed with brine (30 mL), dried over Na2S04, filtered and concentrated. The residue was purified by preparative TLC (EA/MeOH=20/1) to give A/-((3-methoxy-5-methylpyrazin-2-yl)methyl)tetrahydro-2/-/-pyran-3- carboxamide (130 mg, 50percent yield).

The synthetic route of 873397-34-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; H. LUNDBECK A/S; KEHLER, Jan; RASMUSSEN, Lars, Kyhn; LANGGARD, Morten; JESSING, Mikkel; VITAL, Paulo, Jorge, Vieira; JUHL, Karsten; (159 pag.)WO2018/78042; (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.101691-94-5,4-(Iodomethyl)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

Step 2: Methyl 2-(dimethylamino)-6-((tetrahydro-2H-pyran-4-yl)methoxy)isonicotinate To a stirring suspension of methyl 6-(dimethylamino)-2-oxo-l,2-dihydropyridine-4-carboxylate (54 mg, 261 muiotaetaomicron) in acetonitrile (2.5 mL) were added potassium carbonate (108 mg, 784 muiotaetaomicron) and 4-(iodomethyl)tetrahydro-2H-pyran (183 mg, 784 muiotaetaomicron). The reaction mixture was stirred for 16 h at 80C and then directly evaporated. Chromatography of the residue (silica gel; heptane-ethyl acetate gradient) produced the title compound (54 mg, 70%). Light yellow oil, MS: 295.2 (M+H)+.

101691-94-5, 101691-94-5 4-(Iodomethyl)tetrahydro-2H-pyran 2795507, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; DI GIORGIO, Patrick; HERT, Jerome; HUNZIKER, Daniel; KUEHNE, Holger; MATTEI, Patrizio; RUDOLPH, Markus; WO2015/144605; (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.389621-77-6,2-(Tetrahydro-2H-pyran-4-yl)ethanamine hydrochloride,as a common compound, the synthetic route is as follows.,389621-77-6

2-Bromo-N-(3,5-dibromopyrazin-2- yl)acetamide (3.30 g, 8.83 mmol) and 2-(tetrahydro-2H-pyran-4-yl)ethanamine hydrochloride (1.46, 8.83 mmol) and diisopropyl ethylamine (6.67 mL, 35.3 mmol) were combined and heated at 85 0C. Upon complete consumption of starting material (by TLC), the reaction solution was condensed and purified via Biotage chromatography (0-100 % ethyl acetate in hexanes) to afford the title compound (1.53 g, 4.48 mmol, 50 % yield). MS (ESI) m/z 341.4 [M]+, 343.1 [M+2]+.

As the paragraph descriping shows that 389621-77-6 is playing an increasingly important role.

Reference£º
Patent; SIGNAL PHARMACEUTICALS, LLC; ELSNER, Jan; HARRIS, Roy, L.; LEE, Branden; MORTENSEN, Deborah; PACKARD, Garrick; PAPA, Patrick; PERRIN-NINKOVIC, Sophie; RIGGS, Jennifer; SANKAR, Sabita; SAPIENZA, John; SHEVLIN, Graziella; TEHRANI, Lida; XU, Weiming; ZHAO, Jingjing; PARNES, Jason; MADAKAMUTIL Loui; FULTZ Kimberly; NARLA, Rama K.; WO2010/62571; (2010); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

1172623-99-2, tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-hydroxytetrahydro-2H-pyran-3-yl)carbamate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1H (11.53 g, 35.03 mmol) was dissolved in dichloromethane (130 mL)Slow down to 0 C, will be wearing a Dess Martin oxidizer(29.72 g, 70.06 mmol) was added portionwise to the reaction solution,Naturally rose to room temperature for 4 hours.After cooling to 0 C, saturated sodium bicarbonate solution (60 mL) was added dropwise to the reaction solution, stirred for 20 minutes, filtered, the filtrate was allowed to stand for separation, and the aqueous phase was extracted with methyl tertiary butyl ether (60 mL x 3) The organic phase was combined and the organic phase was washed with saturated sodium bicarbonate solution (30 mL x 2), dried over anhydrous sodium sulfate and concentrated by filtration. The residue was purified by silica gel column chromatography (petroleum ether / ethyl acetate (v / v) = 10 : 1-4: 1) to give white crystalline powder intermediate 1 (10.85 g, yield 94.7%).

1172623-99-2, As the paragraph descriping shows that 1172623-99-2 is playing an increasingly important role.

Reference£º
Patent; SICHUAN HAISCO PHARMACEUTICAL CO., LTD; ZHANG, CHEN; FAN, JIANG; LEI, MING; WEI, YONG-GANG; (61 pag.)TW2017/8223; (2017); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

4677-18-3, 2-(Tetrahydro-2H-pyran-4-yl)ethanol is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

629 muL (4.47 mmol) of triethylamine and 813 mg (4.10 mmol) of p-toluenesulfonyl chloride are added to a solution of 500 mg (3.73 mmol) of 2-(tetrahydropyran-4-yl)ethanol in 15 mL of DCM previously cooled to 0 C. The reaction mixture is stirred at room temperature overnight. The solution is taken up in DCM, washed with aqueous NaHCO3 solution, dried over magnesium sulfate and then evaporated to dryness. The residue is purified by chromatography on silica gel (eluent: 20/80 EtOAc/heptane) to give 840 mg of 2-(tetrahydro-2H-pyran-4-yl)ethyl 4-methylbenzenesulfonate, corresponding to the following characteristics: 1H NMR (300 MHz, delta in ppm, CDCl3): 1.15-1.32 (m, 2H), 1.45-1.74 (m, 5H), 2.47 (s, 3H), 3.33 (td, 2H), 3.88-3.96 (m, 2H), 4.09 (t, 2H), 7.37 (d, 2H), 7.82 (d, 2H).

4677-18-3, As the paragraph descriping shows that 4677-18-3 is playing an increasingly important role.

Reference£º
Patent; El-Ahmad, Youssef; Filoche-Romme, Bruno; Ganzhorm, Axel; Marciniak, Gilbert; Muzet, Nicolas; Ronan, Baptiste; Vivet, Bertrand; Zerr, Veronique; US2015/183804; (2015); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

103260-44-2, Ethyl 2-(tetrahydro-2H-pyran-4-yl)acetate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[00106] To a mixture of ethyl 2-(tetrahydro-2H-pyran-4-yl)acetate (20 g, 116 mmol) in anhydrous THF (300 mL) was added lithium aluminum hydride (8.8 g, 232 mmol) portionwise at 0 C. The mixture was stirred at 11-13 C for 18 h. TLC (petroleum ether: ethyl acetate = 3: 1) showed no starting material remaining. The mixture was quenched with water (9 mL), 10% aq. NaOH solution (9 mL) and water (18 mL) successively at 0 C, filtered and concentrated under reduced pressure to give crude 2-(tetrahydro-2H-pyran-4- yl)ethanol (11.7 g, 77%) as an oil, which was used for the next step directly without further purification. 1H NMR (CDC13, 400 MHz): delta 3.86-3.90 (m, 2H), 3.58-3.61 (t, J = 6.4 Hz, 2H), 3.32-3.35 (t, J = 11.6 Hz, 2H), 2.69-2.70 (m, 1H), 1.61-1.63 (m, 3H), 1.54-1.60 (m, 2H), 1.43-1.45 (m, 2H).

103260-44-2, The synthetic route of 103260-44-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; VITAE PHARMACEUTICALS, INC.; CLAREMON, David, A.; DILLARD, Lawrence, Wayne; DONG, Chengguo; FAN, Yi; JIA, Lanqi; LOTESTA, Stephen, D.; MARCUS, Andrew; SINGH, Suresh, B.; TICE, Colin, M.; YUAN, Jing; ZHAO, Wei; ZHENG, Yajun; ZHUANG, Linghang; (102 pag.)WO2016/61160; (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.220641-87-2,N-Methyltetrahydro-2H-pyran-4-amine,as a common compound, the synthetic route is as follows.

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 (CI 8, 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

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

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WUNBERG, Tobias; VEEN, Van Der, Lars; KRAEMER, Oliver; WO2012/101186; (2012); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

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 (1.0 g, 4.54 mmol), (tetrahydro-2H-pyran-4-yl)methylamine (0.6 g, 4.49 mmol), Triethylamine (1.3 g, 6.81 mmol) was added to 10 ml of tetrahydrofuran solution. After stirring at room temperature for 5 h, the solvent was removed. Add 20ml of methanol to beat, After drying, the product was obtained in an amount of 1.4 g. The yield was 97%., 130290-79-8

130290-79-8 (Tetrahydro-2H-pyran-4-yl)methanamine 2773210, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Shenzhen Tajirui Bio-pharmaceutical Co., Ltd.; Wang Yihan; Liu Zhiqiang; (35 pag.)CN108658983; (2018); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

25637-16-5, 4-Bromotetrahydropyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a suspension of magnesium (24.3 g, 1.00 mol) in THF (500 mL) was added three crystals of iodine followed by dropwise addition of neat 4-bromotetrahydro-2H-pyran (100g. 607 mmoL) through an additional funnel under N2, during which the inner temperature was controled under 45 C. The reaction mixture was continued stirring for 2 h at ambient temperature. The reaction mixture was cooled to – 30 C followed by dropwise addition of 3-fluoropicolinaldehyde (50.3 g, 402 mmoL) in THF (300 mL) through an additional funnel, during which the inner temperature was kept between -20 C to -30 C. After 1 h, the reaction mixture was filtered through a thin pad of celite. To the filtrate was added sat. aq. NH4C1 (100 mL) and the two layers were seperated. The organic phase was dried over anhydrous Na2SO4 and collected by filtration and washing with EtOAc(200m1). The filtrate was concentrated on a rotary evaporator. The crude compound was purified using a reverse phase chromatography eluting with 4050 % MeCN in H20 to afford the racemic compound (52 g, 61 % yield), which was separated by chiral prep SFC to give Enantiomer a, (3 -fluoropyridin-2-yl)(tetrahydro-2H-pyran-4-yl)methanol (Intermediate 1, 25.1 g, 29.6 % yield) and Enantiomer b, (3 -fluoropyridin-2-yl)(tetrahydro-2H-pyran-4-yl)methanol (Intermediate 2, 25.3 g, 29.7 %).Enantiomer a (Intermediate 1): LC-MS [M+H]= 212. Chiral Chromatography Report: RT = 12.25 mm(Column: Chiralpak AY-H(ADHOCE-VCOO1 0.46×25 cm; Mobil Phase: 90/10/0.1 Hexane/EtOH/DEA; Flow:1.0 mL/min). ?H NMR (400 MHz, DMSO-d6) 8.42 (dd, J = 3.20, 1.32 Hz, 1H), 7.66 (ddd, J = 9.8, 8.36, 1.12Hz, 1H), 7.35-7.42 (m, 1H), 5.23 (d, J = 6.52 Hz, 1 H), 4.52 (dd, J = 7.32, 7.28 Hz, 1H), 3.88 (dd, J = 11.4,2.92Hz, 1H), 3.75 (dd, J = 11.2, 3.02 Hz, 1H), 3.26 (dt, J = 12.0, 2.04 Hz, 1H), 3.17 (dt, J = 11.8, 2.24 Hz, 1H), 2.01-2.12 (m, 1H), 1.82 (dd, J= 13.3, 1.52 Hz, 1H), 1.24 -1.38 (m,1H), 1.12- 1.24 (m, 1H), 1.00 (dd, J 12.9, 1.34,1H).

25637-16-5, 25637-16-5 4-Bromotetrahydropyran 13349654, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; JACOBIO-BETA PHARMACEUTICALS CO., LTD.; JACOBIO-ALPHA PHARMACEUTICALS CO., LTD.; JACOBIO PHARMACEUTICALS CO., LTD.; FANG, Haiquan; ZHOU, Wenlai; HU, Shaojing; CHEN, Mingming; YANG, Guiqun; WANG, Yanping; DU, Yuelei; LI, Qinglong; WU, Tong; WU, Lingjun; LI, Haijun; LONG, Wei; (179 pag.)WO2019/80941; (2019); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics