Category: Tetrahydropyrans

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.

General procedure: To a stirred solution of 1H-indole-5-carbonitrile (1.5 g, 10.56 mmol) in DMF (8 mL) were added KI (1.75 g, 10.56 mmol) followed by NaH (1.26 g, 31.68 mmol) in portion wise at 0 C and reaction mixture was stirred at the same temperature for 5 mm. After 5 mi 4-(bromomethyl) tetrahydro-2H-pyran (2.1 mL, 15.84 mmol) was added to reaction mixture at 0 C then stirred atrt for 4 h. Progress of the reaction was monitored by TLC. Reaction mixture was quenched withcrushed ice, stirred for 15 mm, solid obtained in the reaction mixture was filtered off, dried undervaccum to get the pale cream solid (yield: 2.25g, 88.9 %).1H NMR (400 IVIFIz, CDC13) 8.0 (s, 1H), 7.47-7.36 (m, 2H), 7.18 (d, J= 3.14 Hz, 1H), 6.58 (d, J= 3.0 Hz, 1H), 4.02 (d, J 7.29 Hz, 2H), 3.98 (d, J= 3.38 Hz, 2H), 3.38-3.28 (m, 2H), 2.10-2.05(m, 1H), 1.5 1-1.40 (m, 4H),LC-MS m/z (M): calculated 240; found (M+H): 241, 125552-89-8

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

Reference£º
Patent; BIOIMICS AB; KIRSEBOM, Lars; UPADHAYAYA, Ram Shankar; KETHIRI, Raghava Reddy; VIRTANEN, Anders; (241 pag.)WO2019/88910; (2019); A1;,
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

[(S)-3-( 6-Benzyl-5, 6, 7, 8-tetrahydro-pyrido[4, 3-d]pyrimidin-4-yloxy)-pyrrolidin-1-yl]-(tetrahydro- pyran-4-yl)-methanone; Step 2; To a solution of 6-benzyl-4-((S)-pyrrolidin-3-yloxy)-5,6,7,8-tetrahydro-pyrido[4,3-d]pyrimidine (420 mg, 1.35 mmol) in 4ml_ of CH2CI2 was added tetrahydro-pyran-4-carbonyl chloride (0.210 mL, 1 .637 mmol) and Et3N (0.380 mL, 2.73 mmol). The reaction mixture was stirred at room temperature for 30 min then was quenched with H20, extracted with CH2CI2, filtered and evaporated under vacuum. Purification by flash-chromatography on silica gel (CH2CI2 / MeOH 95/5) gave [(S)-3-(6-benzyl-5,6,7,8-tetrahydro-pyrido[4,3-d]pyrimidin-4-yloxy)- pyrrolidin-1-yl]-(tetrahydro-pyran-4-yl)-methanone (420 mg, 73% yield) as a yellow foam. 1H NMR (400 MHz, DMSO-d6, 298K) delta ppm 1 .37-1.64 (m, 4H) 1.95-2.29 (m, 2H) 2.56-2.83 (m, 4H) 3.28-3.91 (m,13H) 5.54-5.68 (m, 1 H) 7.24-7.36 (m, 5H) 8.54-8.59 (m, 1 H). LCMS:[M+H]+= 423.6, Rt(7)= 0.68.

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

125552-89-8, 4-(Bromomethyl)tetrahydropyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,125552-89-8

A mixture of 1H-indazole-5-sulfonic acid (4-ethylphenyl)amide (1.30 g; 4.31 mmol), cesium carbonate (2.11 g; 6.47 mmol) and 4-(bromomethyl)tetrahydropyran (680 mul; 5.18 mmol; 1.20 eq.) in N-methyl-2-pyrrolidone (10 ml) is stirred for 16 hours at a temperature of 50 C. The reaction medium is diluted with ethyl acetate (30 ml). The organic phase is washed with saturated NH4Cl solution (20 ml), with saturated NaHCO3 solution (20 ml) and with water (20 ml). The organic phase is dried (MgSO4), filtered and concentrated. The crude product is purified by preparative HPLC (C18 column, eluent: acetonitrile in water/0.1% of formic acid). The 1-(tetrahydropyran-4-ylmethyl)-1H-indazole-5-sulfonic acid (4-ethylphenyl)(tetrahydropyran-4-ylmethyl)amide (360 mg; 17%) is obtained in the form of a white solid. 1H NMR (DMSO-d6) delta: 1.08-1.23 (m, 5H), 1.25-1.47 (m, 5H), 1.52-1.62 (m, 2H), 2.60 (q, J=7.5 Hz, 2H), 3.13 (td, J=11.6, 2.2 Hz, 2H), 3.23 (td, J=11.3, 3.0 Hz, 2H), 3.43 (d, J=7.2 Hz, 2H), 3.72-3.87 (m, 4H), 4.38 (d, J=7.1 Hz, 2H), 6.97 (d, J=8.4 Hz, 2H), 7.17 (d, J=8.4 Hz, 2H), 7.46 (dd, J=9.0, 1.7 Hz, 1H), 7.84-7.98 (m, 1H), 8.10 (d, J=1.7 Hz, 1H), 8.29 (d, J=0.9 Hz, 1H). MS: [M+H]=498

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

Reference£º
Patent; GALDERMA RESEARCH & DEVELOPMENT; MUSICKI, Branislav; OUVRY, Gilles; THOREAU, Etienne; BOUIX-PETER, Claire; (85 pag.)US2017/342062; (2017); 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

EXAMPLE 32 7V-Methyl-iV-(tetrahvdro-2H-pyran-4-v?-[2,l,31-benzothiadiazole-5-carboxamideN-Methyltetrahydro-2H-pyran-4-amine (0.4 g, 3.4 mmol), [2,l,3]-benzothiadiazole-5- carboxylic acid (0.23g, 1.4mmol ), DMAP (0.2 g: l.mmol), HOBT (0.2 g, 1.5 mmol), triethylamine (1.0 ml) and EDCI (Ig, 6.4mmol) were dissolved in DMF (30 ml). The mixture was stirred at room temperature for 18h and then concentrated under vacuum. Chloroform (100 ml) was added and the mixture washed with water (100 ml) and H2SO4 (^ pH 2) and NaHCO3 solution (100 ml). The aqueous was extracted with chloroform (100 ml) and the combined organics were dried (MgSO4), concentrated under vacuum, and the crude product was purified on a silica gel column eluting with chloroform/THF (90:10), to give the product as an oil which crystallized on standing. Mp = 106-108C, 1H NMR (300 MHz, CDCl3, rotamers) delta 8.06 (d, J = 9.0 Hz, IH); 8.01 (s, IH); 7.60 (d, J = 9.0 Hz, IH); 4.92-4.75 and 4.15-3.10 (m, 5H); 3.10-2.80 (m, 3H) and 2.05-1.50 ppm (s, 4H).

220641-87-2, As the paragraph descriping shows that 220641-87-2 is playing an increasingly important role.

Reference£º
Patent; CORTEX PHARMACEUTICALS, INC.; WO2008/143963; (2008); A1;,
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

Zinc powder (520mg, 8mmol) was added 20mL of tetrahydrofuran, was added titanium tetrachloride (0.44mL, 4mmol), the reaction was refluxed for 2 hours, cooled to 0 deg.] C, was added lithium tetrahydroaluminate (76mg, 2mmol), with stirring under ice 10 minutes, triethylamine (0.28 mL, 2 mmol) was added and the reaction was refluxed for 1 hour. Prefabricated 5 mL(4-bromophenyl) (1- (tetrahydro-2H-pyran-2-yl) -1H-indazol-5-yl) methanone1c (193mg, 0.5mmol) and 2,2,6,6-tetramethyl-dihydro -2H- pyran -4 (3H) – tetrahydrofuran-one (200mg, 1.28mmol), the reaction was refluxed for 1 hour. After completion of the reaction, the reaction was quenched with 10mL water and extracted with ethyl acetate (10mL ¡Á 3), the organic phase was concentrated under reduced pressure, purified by silica gel column chromatography with eluent systems resulting residue was purified B to give the title product5 – ((4-bromophenyl) (2,2,6,6-tetramethyldihydro-2H-pyran-4 (3H) -ylidene) methyl) -1- (tetrahydro-2H-pyran-2-yl) -1H-indazole10a (190 mg, white solid) in 74.5% yield.

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; Yang, Fanglong; Wang, Chunfei; Wang, Yang; He, Mingxun; Hu, Qiyue; He, Feng; Jiangsu Hengrui Pharmaceutical Co., Ltd.; Shanghai Hengrui Pharmaceutical Co., Ltd.; (53 pag.)CN106518768; (2017); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

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, At room temperature, 6a(0.327 g, 1.10 mmol) was dissolved in Nu, Nu-dimethylacetamide(4 mL) was added intermediate 1 (0.356 g, 1.10 mmol) and stirred at 0 C for 1 hour. Sodium tris (acetoxy) borohydride (0.303 g, 1.43 mmol) was added to the reaction solution and allowed to warm to room temperature for 16 hours. The reaction solution was cooled to C, followed by adding water and aqueous ammonia to adjust the pH to 8 to precipitate a white solid. The filter cake was washed successively with water (5 mL chi 3) and petroleum ether (10 mL chi 1). The residue was dried and the cake was dried to give a white solid 6b (0.367 g, 63.7% yield).

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; SICHUAN HAISCO PHARMACEUTICAL CO., LTD; FAN, JIANG; FENG, JIAN-CHUAN; PENG, FEI; CHEN, QING-PING; (89 pag.)TW2017/8224; (2017); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

23462-75-1, Dihydro-2H-pyran-3(4H)-one is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 23: 3-methyl-8-(tetrahydro-2H-pyran-3-vn-4-((4-r3-(trifluoromethyl)phenvnpiperazin-1-yl)carbonyl)-1-oxa-8-azaspiror4.51dec-3-en-2-one Triethylamine (0.08 mL, 0.65 mmol) and dihydro-pyran-3-one (108 mg 1.08 mmol) were added into a solution of 3-methyl-4-({4-[3-(trifluoromethyl)phenyl]piperazin-1-yl}carbonyl)-1-oxa-8- azaspiro[4.5]dec-3-en-2-one dihydrochloride (Example 1 , 100 mg, 0.20 mmol) in anhydrous dichloroethane (5 mL) cooled at 0C. Sodium triacetoxyborohydride (137 mg, 0.65 mmol) and trimethylorthoformate (120 mg, 1.08 mmol) were added and the resulting mixture was stirred at room temperature for 12 hours. The reaction mixture was diluted with dichloromethane (20 mL) and washed with water (20 mL) and brine (20 mL). The organic layer was dried (MgS04) and concentrated under vacuum. After purification by flash chromatography (silica), the title compound was obtained as a white solid. 1H NMR (CDCI3, 400 MHz): delta 7.45-7.42 (m, 1 H), 7.24 (d, J = 9.0 Hz, 1 H), 7.20 (s, 1 H), 7.11 (d, J = 7.6 Hz, 1 H), 3.81-3.80 (m, 2H), 3.71-3.69 (m, 2H), 3.55 (s, 2H), 3.15 (s, 4H), 2.81-2.80 (m, 2H), 2.32-2.31 (m, 4H), 2.17 (s, 2H), 1.89-1.88 (m, 2H), 1 .75 (s, 3H), 1.69-1.61 (m, 2H), 1.48-1.38 (m, 3H). LCMS (Method D): Mass found (M+ 508.3), Rt (min): 3.88, Area (%): 93.6 (Max. Chrom.), 94.5 (254 nm). HPLC (Method A): Rt (min): 3.89, Area (%): 93.6 (Max. Chrom.), 94.4 (254 nm).

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; ARES TRADING S.A.; JORAND-LEBRUN, Catherine; SWINNEN, Dominique; GERBER, Patrick; KULKARNI, Santosh; WO2012/130915; (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.

To a suspension of 3-((1R,5S,9r)-9-methoxy-3-azabicyclo[3.3.1]nonan-9-yl)benzamide hydrochloride (300 mg, 0.97 mmol), dihydro-2H-pyran-3(4)-one (194 mg, 1.93 mmol) in tetrahydrofuran (16 ml) was added triethylamine (0.34 ml, 2.50 mmol) and the reaction mixture was stirred at room temperature for 20 minutes. Sodium triacetoxyborohydride (614 mg, 2.89 mmol) was added and the mixture stirred at room temperature overnight. The reaction was quenched with aqueous solution of sodium hydrogen carbonate and extracted with dichloromethane (*3). The combined organics were washed with brine, dried over MgSO4, filtered and concentrated under reduced pressure. The crude product was purified by silica chromatography eluting with 1-5% methanol in dichloromethane. The enantiomers were separated by chiral supercritical fluid chromatography to give 3-((1R,5S,9s)-9-methoxy-3-((S)-tetrahydro-2H-pyran-3-yl)-3-azabicyclo[3.3.1]nonan-9-yl)benzamide (81 mg, 25% yield) and 3-((1R,5S,9R)-9-methoxy-3-((R)-tetrahydro-2H-pyran-3-yl)-3-azabicyclo[3.3.1]nonan-9-yl)benzamide (71 mg, 19% yield). The stereochemistry was arbitrarily assigned.

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; Alkermes, Inc.; Wynn, Thomas Andrew; Alvarez, Juan C.; Moustakas, Demetri Theodore; Haeberlein, Markus; Pennington, Lewis D.; US2019/241524; (2019); 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.108-55-4,Dihydro-2H-pyran-2,6(3H)-dione,as a common compound, the synthetic route is as follows.

Paclitaxel-2-O-hemiglutarate was prepared according to the method described bySundaram et al. [38]. In brief, paclitaxel (100 mg, 0.117 mM) and glutaric anhydride (13.70 mg,0.12 mM) were dissolved in 15 mL of DCM, and 10 L of dry pyridine was added to the reactionmixture as a base catalyst. The reaction was stirred under nitrogen for 48 h at room temperature.The progress of the reaction was monitored by TLC using hexane:ethyl acetate (7:3, v/v). The crudemixture was purified by silica gel chromatography. The compound was obtained as a white solid(76 mg, 95% yield). HR-MS (ESI) (m/z) [C52H57NO17]: calcd 967.3626; found 968.3479 [M + H]+

108-55-4, 108-55-4 Dihydro-2H-pyran-2,6(3H)-dione 7940, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Article; El-Sayed, Naglaa Salem; Shirazi, Amir Nasrolahi; Sajid, Muhammad Imran; Park, Shang Eun; Parang, Keykavous; Tiwari, Rakesh Kumar; Molecules; vol. 24; 7; (2019);,
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

To a mixture of ethyl 2-(tetrahydro-2H-pyran-4-yl)acetate(20 g, 116 mmol) in anhydrous THF (300 mE) was addedlithium aluminum hydride (8.8 g, 232 mmol) portionwise at0 C. The mixture was stirred at 11-13 C. for 18 h. TEC(petroleum ether: ethyl acetate=3: 1) showed no startingmaterial remaining. The mixture was quenched with water(9 mE), 10% aq. NaOH solution (9 mE) and water (18 mE)successively at 0 C., filtered and concentrated underreduced pressure to give crude 2-(tetrahydro-2H-pyran-4-yl)ethanol (11.7 g, 77%) as an oil, which was used for thenext step directly without further purification. ?H NMR(CDC13, 400 MHz): oe 3.86-3.90 (m, 2H), 3.58-3.61 (t, J=6.4Hz, 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, As the paragraph descriping shows that 103260-44-2 is playing an increasingly important role.

Reference£º
Patent; Vitae Pharmaceuticals, Inc.; Claremon, David A.; Yuan, Jing; Zhao, Wei; Zheng, Yajun; (54 pag.)US9481674; (2016); B1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics