Month: October 2020

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

Add 4-oxo-5- (p-tolyl) -1,4-dihydropyridazine-3-carboxylic acid ethyl (1.15 g, 4.452 mmol, 1.0 eq) and 4-bromotetrahydro-2H-pyran ( 882.0mg, 5.343mmol, 1.2eq) was dissolved in N, N-dimethylformamide (10.0mL), cesium carbonate (4.352g, 13.356mmol, 3.0eq) was added, and the temperature was raised to 100 C for 2h. TLC showed the reaction After completion, the reaction solution was filtered and concentrated under reduced pressure to remove N, N-dimethylformamide. Ethyl acetate was added, washed four times with water, dried, and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (DCM: MeOH = 200: 1). ~ 30: 1) to obtain the product (1.0g, yield: 87.0%).

25637-16-5, 25637-16-5 4-Bromotetrahydropyran 13349654, 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.14774-37-9,Tetrahydropyran-4-methanol,as a common compound, the synthetic route is as follows.

Preparation 4: Methanesulfonic acid (tetrahydropyran-4-yl)methyl ester To a mixture of Preparation 3 (216.5g, 1.87mol) and triethylamine (299mL) in DCM (1.3L) at <10C was added under argon a solution of methanesulfonyl chloride (236g, 16OmL) in DCM (20OmL) over 2h 50min, maintaining the temperature at 5-1O0C throughout. Subsequent washing with water (IL), IM HCl (50OmL), 5% NaHCO3 (30OmL), water(30OmL), drying (MgSO4) and then removal of the solvent afforded the title compound (328g, 90% yield). NMR was consistent with the above structure., 14774-37-9

The synthetic route of 14774-37-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Prosidion Ltd; WO2007/51845; (2007); 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.40191-32-0,Tetrahydro-2H-pyran-4-carbonyl chloride,as a common compound, the synthetic route is as follows.

To a 6-(5-chloro-6-methoxy-pyridin-3-yl)-4-((S)-pyrrolidin-3-yloxy)-5,6,7,8-tetrahydro- pyrido[4,3-d]pyrimidine (97 mg, 0.196 mmol) in CH2CI2 (5 mL) was added the acid chloride tetrahydo-2H-pyran-4-carbonyl chloride (36.7 mg, 0.235 mmol) and triethylamine (0.035 mL, 0.254 mmol) at temperature between 0-10C. The reaction mixtue was stirred at ~3C for 30 min. The reaction mixture was concentrated under vacuum. Purification by preparative reverse phase Gilson HPLC and subsequent neutralization of the combined fractions over PL-HCO3 MP gave {(S)-3-[6-(5-chloro-6-methoxy-pyridin-3-yl)-5,6,7,8-tetrahydro-pyrido[4,3-d]pyrimidin-4-yloxy]-pyrrolidin-1 -yl}-(tetrahydro-pyran-4-yl)-methanone (38 mg, 41% yield) as a white lyophilized powder. 1H NMR (400 MHz, CDCI3-d, 298 K) delta ppm 1.56-1.68 (m, 2H) 1.86-2.04 (m, 2H) 2.20-2.40 (m, 2H) 2.50-2.72 (m, 1 H) 3.05-3.13 (m, 2H) 3.38-4.16 (m, 16H) 5.70-5.78 (m, 1 H) 7.42-7.45 (m, 1 H) 7.78-7.81 (m, 1 H) 8.61-8.66 (m, 1 H). LCMS: [M+H]+=474.2, Rt (2)= 1.52min.

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

Reference£º
Patent; NOVARTIS AG; COOKE, Nigel Graham; FERNANDES GOMES DOS SANTOS, Paulo Antonio; FURET, Pascal; HEBACH, Christina; HOeGENAUER, Klemens; HOLLINGWORTH, Gregory; KALIS, Christoph; LEWIS, Ian; SMITH, Alexander Baxter; SOLDERMANN, Nicolas; STAUFFER, Frederic; STRANG, Ross; STOWASSER, Frank; TUFILLI, Nicola; VON MATT, Anette; WOLF, Romain; ZECRI, Frederic; WO2013/88404; (2013); 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

General procedure: To a solution of per-O-acetylated donor (1 equiv) in anhydrous dichloromethane were successively added the acceptor (MBT or MBI, 3 equiv) and BF3.OEt2 (9 equiv). The mixture was stirred at room temperature for 24 h. Then, the remaining acceptor was filtered off. The resulting filtrate was washed successively with a saturated solution of aqueous NaHCO3 and water. The aqueous layers thus obtained were extracted with dichloromethane, and the combined organic layers finally dried over MgSO4 and concentrated under reduced pressure. Flash chromatography on silica gel afforded the desired glycosyl thioimidate., 83-87-4

The synthetic route of 83-87-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Pro, Daniele; Arkoun, Mustapha; Huguet, Samuel; Daniellou, Richard; Nugier-Chauvin, Caroline; Morvan, Jean; Wolbert, Dominique; Ourry, Alain; Yvin, Jean-Claude; Ferrieres, Vincent; Tetrahedron; vol. 68; 35; (2012); p. 7095 – 7102;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

4677-18-3,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4677-18-3,2-(Tetrahydro-2H-pyran-4-yl)ethanol,as a common compound, the synthetic route is as follows.

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 0C. 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 2-(Tetrahydro-2H-pyran-4-yl)ethanol 17750944, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; SANOFI; EL-AHMAD, Youssef; FILOCHE-ROMME, Bruno; GANZHORM, Axel; MARCINIAK, Gilbert; MUZET, Nicolas; RONAN, Baptiste; VIVET, Bertrand; ZERR, Veronique; WO2013/190123; (2013); A1;,
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, Trifluoroacetic acid (2.6 mL, 35 ¡¤ 0 mmol) was cooled to 0 C., Compound 3 (598 mg, 1.83 mmol), Compound 1 (500 mg, 1.74 mmol) were added, and the reaction was 0 C. to 2 C. 1h. To the above reaction solution, N,N-dimethylacetamide (7.1 mL, 76.3 mmol), triethylamine (2.4 mL, 17.3 mmol) was slowly added, and the internal temperature was controlled not to exceed 15C. ; The reaction solution was cooled to 0 C, sodium triacetoxyborohydride (516 ¡¤ 3mg, 2.43mmol) was added, and the reaction was carried out at 0 ~ 2 C for 5h; finally, the pH was adjusted to 9 with ammonia water, filtered, and the filtrate was filled with water ( (60 mL), extracted three times with ethyl acetate (30 mL of cesium 3), and the organic phases were combined and dried over anhydrous sodium sulfate. The solvent was evaporated to dryness under reduced pressure, and the residue was separated and purified by silica gel column (dichloromethane: methanol (volume ratio)). = 20:1), product 5 (white solid, 436 mg, 1.1 mmol, yield: 63%).

The synthetic route of 951127-25-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Shen Jingkang; Chen Yuelei; Li You; Xiong Bing; (8 pag.)CN107652291; (2018); A;,
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

To a solution of 250 mg (0.691 mmol) rac-[1-(4-chloro-phenyl)-2-(4-hydroxy-phenyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester, 257 mg (0.864 mmol) triphenylphosphine and 84.7 mg (0.829 mmol) tetrahydro-pyran-3-ol in 8.5 ml tetrahydrofuran were added 191 mg (0.829 mmol) di-tert-butyl azodicarboxylate and the reaction mixture stirred at ambient temperature for 2 hours. Then the reaction mixture was evaporated and purified by flash chromatography on silica gel with a heptane/ethyl acetate gradient of 0-30% ethyl acetate. The title compound was obtained as colorless solid: MS (ISN): 444.2 (M-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; Kolczewski, Sabine; Marty, Hans-Peter; Narquizian, Robert; Pinard, Emmanuel; Stalder, Henri; US2010/210592; (2010); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

14774-37-9, Tetrahydropyran-4-methanol is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

14774-37-9, To a ooc solution of (tetrahydro-2H-pyran-4-yl)methanol (1.1 g, 9.47mmol) in anhydrous DCM was added DMAP (-3 mg, cat.) and TEA (1.9 g, 18.94 mmol),followed by TsCI (1.8 g, 9.5mmol). The mixture was stirred at room temperature overnight.The solvent was removed and the residue purified by flash chromatography (silica gel, 0-40% ethyl acatate in petroleum ether) to afford tetrahydro-2H-pyran-4-yl)methyl 4-methylbenzenesulfonate (1.2 g, yield,47%) as a white solid.LCMS (ESI) m/z: 271.17 (M +1t.

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

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CATALANO, John G.; DICKSON, Hamilton D.; KAZMIERSKI, Wieslaw Mieczyslaw; LEIVERS, Martin R.; WEATHERHEAD, John Gordon; (389 pag.)WO2018/154466; (2018); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

4295-99-2,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.

To a solution of tetrahydro-2H-pyran-4-carbonitrile (4.85 g, 43.6 mmcl) in dry THF (41 mL), cooled at -78 C a LDA solution (30.5 mL, 1.5 M in a mixture of THF/ethylbenzene/heptane, 45.8 mmcl) was added dropwise under a nitrogen atmosphere. The mixture was stirred at -50 C for 45 mm and then it was cooled at – 78 C. A solution of tert-butyl 4-oxopiperidmne-1-carboxylate (8.69 g, 43.6 mmol) in dry THE (5.2 mL) was added and the reaction mixture was stirred at -78 00 for 2 h. Then, NH4CI sat aqueous solution was added and the mixture was extracted with EtOAc.The organic phases were combined, dried over MgSO4, filtered and concentrated to dryness. The residue was purified by flash chromatography, silica gel, gradient DCM to MeOH:DCM (1:9) to give the title compound (7.11 g, 53% yield).HPLC-MS (Method C): Ret, 3.18 mm; ESI-MS m/z, 255 (M+H-56).

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

Reference£º
Patent; LABORATORIOS DEL DR. ESTEVE, S.A.; GARCIA-LOPEZ, Monica; ALMANSA-ROSALES, Carmen; LLORENTE-FERNANDEZ, Ana Virginia; CHRISTMANN, Ute; RODRIGUEZ ESCRICH, Sergio; (355 pag.)WO2017/198339; (2017); 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.2081-44-9,Tetrahydro-2H-pyran-4-ol,as a common compound, the synthetic route is as follows.

To a solution of tetrahydo-4-pyranol (5.00g; 48.9 mmol) in pyridine (30 mL) at 0-5 0C was added portionwise p-toluenesulfonyl chloride (13.9g; 73.4 mmol). The mixture slowly warmed to room temperature, stirred overnight and poured onto 30 mL cone. HCl in ice. After stirring 15 minutes the solid was filtered and dried in vacuo. Trituration with t-butyl methyl ether provided 11.7 g of the desired product. 1H NMR (CDCl3) delta 7.82 (d, 2H), 7.35 (d, 2H), 4.70 (m, IH), 3.88 (m, 2H), 3.47 (m, 2H), 2.46 (s, 3H), 1.86 (m, 2H), 1.76 (m, 2H)., 2081-44-9

2081-44-9 Tetrahydro-2H-pyran-4-ol 74956, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; REGAN, John; RIETHER, Doris; WO2010/5782; (2010); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics