Category: Tetrahydropyrans

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.40191-32-0,Tetrahydro-2H-pyran-4-carbonyl chloride,as a common compound, the synthetic route is as follows.

Intermediate 4: [(S)-1 -(Tetrahydro-pyran-4-carbonyl)-pyrrolidin-3-yl]-carbamic acid tert-butyl ester; To a vigorously stirring solution of tetrahydro-2H-pyran-4-carbonyl chloride (0.455 g, 3.06 mmol) in CH2CI2 (10 mL) was added simultaneously portionwise sat. NaHC03(aq) (10 mL) and a solution of the (S)-pyrrolidin-3-yl]-carbamic acid tert-butyl ester (570 mg, 3.06 mmol) at rt. The resulting biphasic mixture was stirred vigorously at rt for 3h. The organic layer was separated by filtration through a phase separation tube, concentrated in vacuo and purified by flash chromatography on silica gel with CH2CI2 / MeOH to give [(S)-1 -(tetrahydro-pyran-4- carbonyl)-pyrrolidin-3-yl]-carbamic acid tert-butyl ester as a colourless gum (0.623 g, 68% yield) LCMS: [M+H]+= 299.6, Rt (7)= 0.73 min., 40191-32-0

40191-32-0 Tetrahydro-2H-pyran-4-carbonyl chloride 2795505, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; NOVARTIS AG; COOKE, Nigel Graham; FERNANDES GOMES DOS SANTOS, Paulo; GRAVELEAU, Nadege; HEBACH, Christina; HOeGENAUER, Klemens; HOLLINGWORTH, Gregory; SMITH, Alexander Baxter; SOLDERMANN, Nicolas; STOWASSER, Frank; STRANG, Ross; TUFILLI, Nicola; VON MATT, Anette; WOLF, Romain; ZECRI, Frederic; WO2012/4299; (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.1194-16-7,2,2-Dimethyltetrahydropyran-4-one,as a common compound, the synthetic route is as follows.

To a solution of benzyloxycarbonyl-a-phosphonoglycine trimethyl ester (1.163 g, 3.52 mmol) in dry DCM (20 mL) was added DBU (0.534 g, 3.52 mmol) dropwise at 0C. Then a solution of compound cap 3a (1.8 g, 14.08 mmol) in dry DCM (20 mL) was added dropwise at 0C. The reaction mixture was stirred at 25C for 3 days. After removal of the solvent, the residue was purified using Si02 chromatography (e luting with petroleum ether/ ethyl acetate = 5: 1 to 3: 1) to providecompound cap 3b as white solid (0.15 g, 13% yield). 1H NMR (CDC13): delta 7.30-7.35 (m, 5 H), 5.11 (s, 2 H), 3.82-3.88 (m, 3 H), 3.09-3.16 (m, 2 H), 1.84 (s, 2 H), 1.48 (s, 2 H), 1194-16-7

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

Reference£º
Patent; MERCK SHARP & DOHME CORP.; YU, Wensheng; TONG, Ling; KOZLOWSKI, Joseph A.; SELYUTIN, Oleg; CHEN, Lei; KIM, Jae-Hun; SHA, Deyou; RIZVI, Razia; SHANKAR, Bandarpalle; HU, Bin; ZHONG, Bin; WAI, Dahai; HAO, Jinglai; WEI, Wei; JI, Tao; ZAN, Shuai; WO2014/110705; (2014); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

65412-03-5,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.65412-03-5,4-(2-Aminoethyl)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

Place 2- (4-FORMYLPHENOXY) thiazole-5-carboxamide (Example 12, Part D) (0.187 g, 0.755 MMOL), 2-(tetrahydropyran-4-yl)ethylamine (0.101 g, 0.831 mmol) and 3A molecular sieves in a vial. Add methanol (3.8 mL), cap and stir overnight. Add NaBH4 (0.029 g, 0.755 mmol) and stir until the gasses stop evolving. Load the reaction mixture directly onto a 25 g ISCOO pre-load column. Dry the column in a vacuum oven at room temperature. Purify by eluting through a 40 g LSCO) column with 10% (2. 0 M NH3 in methanol) in ethyl acetate over 45 minutes to give the title compound as a free base. Dissolve the compound in dichloromethane: methanol (2 : 1) (3 mL) and add 1 equivalent of 0.50 M methanesulfonic acid in dichloromethane. Stir the solution for a short time before concentrating to give the title compound: TOF MS ES+ 362.1 (M+H) +, HRMS calcd for CL8H24N303S 362. 1538 (M+H) +, found 362.1536, time 0.32 min ; HPLC [YMC- Pro pack C-18 (150 x 4.6 mm, S-5 MICRON1), 0.05% TFA/acetonitrile in 0.05% TFA/water at 1. 0 ML/MIN, 10-20% OVER 5 min, 20-95% over 18], tR = 8. 0 min, 95. 0% purity.

65412-03-5 4-(2-Aminoethyl)tetrahydro-2H-pyran 2773198, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; ELI LILLY AND COMPANY; WO2004/80996; (2004); 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.

Ethyl 2,4-dioxo-3- (p-tolyl) -1,2,3,4-tetrahydropyrimidine-5-carboxylic acid (3.76 g, 13.7 mmol, 1.0 eq) was dissolved in DMF (45 mL) To this, 4- (bromomethyl) tetrahydro-2H-pyran (4.88 g, 27.4 mmol, 2.0 eq) and potassium carbonate (5.67 g, 41.1 mmol, 3.0 eq) were added. The reaction was heated to 60 C for 4 hours. After the reaction was detected by LC-MS and TLC, the temperature was lowered to room temperature, suction filtered, the filtrate was poured into water (50mL), and extracted with EA (50mL ¡Á 3). The organic phases were combined, washed with brine three times, dried, filtered, and concentrated. Silica gel column chromatography (100-200 mesh silica gel, PE / EA = 0-50%) was purified to obtain an off-white solid (1.9 g, yield: 37%)., 125552-89-8

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

Reference£º
Patent; Nanjing Yaojie Good Health Biological Technology Co., Ltd.; Wu Yongqian; Li Lin; Wan Zhonghui; (107 pag.)CN110041316; (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.23462-75-1,Dihydro-2H-pyran-3(4H)-one,as a common compound, the synthetic route is as follows.

To a solution of dihydro-2H-pyran-3(4H)-one (100 mg, 1.0 mmol) in dry THF (10 mL) was added lithium bis(trimethylsilyl)amide (1.2 mL, 1.2 mmol, 1M in THF) at 0 C. After stirring for 5 min, i-9 (260 mg, 1.2 mmol) was added and stirred for additional 5 min. Acetic acid (1 mL) was added followed by addition of hydrazine monohydrate (1 mL, 85%). The reaction was quenched with aqueous NaHCO3 and the mixture was extracted with EtOAc. The combined organic layers were washed with saturated brine, dried over Na2SO4 and concentrated. The residue was purified by prep TLC (EtOAc/PE=1:1) to give the title compound. LCMS (ESI) calc’d for C14H13FN2O3[M+H]+: 277, found: 277., 23462-75-1

The synthetic route of 23462-75-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Merck Sharp & Dohme Corp.; Lapointe, Blair T.; Fuller, Peter H.; Gunaydin, Hakan; Liu, Kun; Sciammetta, Nunzio; Trotter, Benjamin Wesley; Zhang, Hongjun; Barr, Kenneth J.; Maclean, John K. F.; Molinari, Danielle F.; Simov, Vladimir; (103 pag.)US2018/16239; (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.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.

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, 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; 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

40191-32-0, Tetrahydro-2H-pyran-4-carbonyl chloride is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

N,O-Dimethylhydroxylamine hydrochloride (1.23 g, 12.7 mmol) and N-methylmorpholine (3.80 mL, 34.5 mmol) were dissolved in DCM (20 mL) and a solution of oxane-4-carbonyl chloride (1.71 g, 11.5 mmol) in DCM (20 mL) was added drop-wise. The reaction mixture was stirred for 2 h, then diluted to 200 mL with DCM, washed with 1 M aq HCl (2*100 mL), 1M aq Na2CO3 (100 mL) and water (100 mL), dried (MgSO4) and concentrated in vacuo to give the crude title compound as a yellow oil (1.87 g, 94%). LCMS (ES+): 174.1 (M+H)+.

40191-32-0, As the paragraph descriping shows that 40191-32-0 is playing an increasingly important role.

Reference£º
Patent; PROXIMAGEN LIMITED; Evans, David; Carley, Allison; Stewart, Alison; Higginbottom, Michael; Savory, Edward; Simpson, Iain; Nilsson, Marianne; Haraldsson, Martin; Nordling, Erik; Koolmeister, Tobias; US2013/102587; (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.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

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

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