Tag: M.W:100-200

1768-64-5, 4-Chlorotetrahydropyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A suspension of intermediate A (O. lg, 0.47mmol), 4-chlorotetrahydro-2H-pyran (leq) and potassium carbonate (2eq) in DMF (3mL) was stirred at 80C for 18h. LC-MS indicated that the reaction was not complete so further 4-chlorotetrahydro-2H-pyran (leq) and potassium carbonate (leq) were added and the mixture stirred at 80C for 24h. Further 4- chlorotetrahydro-2H-pyran (2eq) and potassium carbonate (2eq) were again added and the mixture stirred at 80C for 72h. After cooling to rt, the mixture was treated with H20 and extracted with dichloromethane. The organic phase was collected and dried using a hydrophobic frit then concentrated in vacuo. The resultant residue was purified by prep. HPLC to give the title product. 1H NMR (d6-DMSO) delta 9.77 (s, 1H), 8.90 (s, 1H), 8.02 (s, 1H), 7.61 (s, 1H), 4.84 (s, 1H), 4.02 (dd, 2H), 3.84 (s, 3H), 3.58 (t, 2H), 2.20 (td, 2H), 1.90 (dd, 2H); LC-MS method B, (ES+) 300, RT = 6.36 min.

1768-64-5, The synthetic route of 1768-64-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CELLZOME LIMITED; HARRISON, Richard, John; OXENFORD, Sally; HOBSON, Andrew; RAMSDEN, Nigel; MILLER, Warren; WO2011/134831; (2011); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

624734-17-4, 3-Methoxydihydro-2H-pyran-4(3H)-one is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

624734-17-4, To a solution of the product from Step A (50 mg, 0.39 mmol) in methylene chloride (15 mL) was added Intermediate 4 (128 mg, 0.32 mmol) and N, N-DIISOPROPYLETHYLAMINE (203 uL, 1.17 mmol). After adding molecular sieves (15 mg), sodium triacetoxyborohydride (827 mg, 3. 9 mmol) was added and mixture stirred overnight. The mixture was extracted with methylene chloride, washed with sodium bicarbonate, dried under sodium sulfate and concentrated in vacuo. The crude product was purified on preparation plates (10/89/1, methanol/methylene chloride/ammonium hydroxide). 4 N hydrochloric acid was added and the solution was concentrated in vacuo to yield Example 2 (40 mg, 28%). LC-MS: MW calculated 443.24, found 444.5.

624734-17-4 3-Methoxydihydro-2H-pyran-4(3H)-one 23533610, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK & CO., INC.; WO2005/14537; (2005); 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.185815-59-2,4-Isobutyldihydro-2H-pyran-2,6(3H)-dione,as a common compound, the synthetic route is as follows.

Example 7: Preparation of f3R)-5-methyl-3-(2-oxo-2(ralphaR)-l-phenylethyl1amino)ethvn hexanoic acid compound (24); [0081] A three-necked flask equipped with an addition funnel, thermometer pocket, drying tube and a mechanical stirrer, was charged with ethyl acetate (100 ml), (R)-(+)- phenylethylamine (35.58 g, 0.147mole) and 4-dimethylaminopyridine (0.18 g, 0.00147 mole). The mixture was cooled to a temperature of 0-5 C, followed by addition of a solution of 3-isobutyl glutaric anhydride (25 g, 0.147 mole) in ethyl acetate (25 ml), over a period of 15-20 minutes, and stirring for additional 1.5-2 hours, at a temperature of 0-5C. The solvent was stripped off and the residue was extracted with 2.5-3 percent aqueous solution of NaHCO3 solution (500 ml), and diluted with water (1000 ml) followed by washing the aqueous phase with toluene (1 x 100 ml and 1 x 50 ml). The pH of the aqueous phase was adjusted to 2-2.5 by adding a 1-12 N solution of hydrochloric acid. The aqueous phase was further extracted with ethyl acetate (1 x 150 ml and 1 x 50 ml), followed by drying the combined ethyl acetates extracts over anhydrous sodium sulfate, and stripping off the solvents, to obtain a residue. The residue was crystallized from ethyl acetate and toluene mixture to get 26.6 g (61.5 percent yield) of a white solid of (3R)-5-methyl-3-(2-oxo-2- {[(lR)-l-phenylethyl]amino}ethyl)hexanoic acid with an optical purity of 99.3 percent, as measured by chiral HPLC.

185815-59-2, 185815-59-2 4-Isobutyldihydro-2H-pyran-2,6(3H)-dione 11480690, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; TEVA PHARMACEUTICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.; WO2007/35789; (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.713-95-1,6-Heptyltetrahydro-2H-pyran-2-one,as a common compound, the synthetic route is as follows.,713-95-1

4,4-Diethoxybut-1-yne 5 (6.66 g, 44.1 mmol) in dry THF (120 mL) was cooled to -78 C. nBuLi (27.7 mL of a 1.59 M solution in hexanes, 44.0 mmol) was added dropwise (2 min), which gave a pale yellow solution, that was stirred (10 min). A solution of delta-dodecalactone 4 (6.99 g, 35.2 mmol) in dry THF (30 mL) was added dropwise (5 min) and the solution was stirred (1 h). The reaction was quenched with saturated aqueous NH4Cl and allowed to warm to room temperature. This mixture was diluted with EtOAc and H2O and the organic layer was separated. The aqueous phase was re-extracted (2 times) with EtOAc. The combined organics were washed sequentially with saturated aqueous NaHCO3, saturated aqueous NaCl, dried (MgSO4), filtered and concentrated. The residue was purified by flash chromatography (EtOAc/hexanes, gradient; 10:90, 15:85; 25:75 then 30:70) to yield alkyne 6 (10.8 g 90%) as a clear yellow oil: Rf 0.34 (30:70 EtOAc/hexanes); IR (neat) 3448, 2937, 2858, 2217, 1674, 1457, 1373, 1346, 1228, 1162, 1120, 1063 cm-1; 1H NMR (CDCl3, 400 MHz) delta 0.85-0.90 (m, 3H, CH3), 1.20-1.25 (m, 6H, 2 X O-CH2-CH3), 1.25-1.53 (m, 15H), 1.61 (b s, 1H, OH), 1.66-1.89 (m, 2H), 2.58 (t, J = 7.2 Hz, 2H), 2.70 (d, J = 5.6 Hz, 2H), 3.51-3.61 (m, 2H) 3.64-3.73 (m, 2H), 4.70 (t, J = 5.6 Hz, 1H); 13C NMR (CDCl3, 100 MHz) delta 14.02, 15.12, 20.00, 22.58, 25.39, 25.59, 29.22, 29.57, 31.76, 36.47, 37.45, 45.25, 62.08, 71.36, 81.73, 89.25, 100.96, 187.95; HRMS (EI) m/z 339.2516. C20H35NO4 [M-1] +¡¤ requires 339.2530.

As the paragraph descriping shows that 713-95-1 is playing an increasingly important role.

Reference£º
Article; Eldridge, Cecily; Quek, Gracia; Sako, Michael; Ryan, John H.; Saubern, Simon; Chebib, Mary; Macdonald, James M.; Tetrahedron; vol. 74; 12; (2018); p. 1245 – 1252;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

4677-20-7, 4-(2-Bromoethyl)tetrahydropyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,4677-20-7

5-Ethyl-1 -methyl-1H-pyrazol-3-amine hydrogen chloride (1/1) (purchased from Enamine, 1.00 g, 6.19 mmol), 4-(2-bromoethyl)oxane (CAS 4677-20-7, 310, 2.1 mmol), potassium carbonate (1.14 g, 8.25 mmol) and potassium iodide (34.2 mg, 206 pmol) were dissolved in 1 1 ml_ acetonitrile and the mixture was stirred for 10 min at 1 10’O in the microwave. The reaction mixture was cooled down to rt and concentrated under reduced pressure. The residue was diluted with water and extracted with ethyl acetate twice. The combined organic layers were filtered through a waterresistant filter and the filtrate was concentrated under reduced pressure. The crude product was purified by HPLC under basic conditions to give 220 mg of the title compound (88% purity). LC-MS (Method2): Rt = 0.92 min; MS (ESIpos): m/z = 237 [M+H]+ 1H-NMR (400 MHz, DMSO-d6) d [ppm] = 1.04 – 1.26 (m, 5H), 1.40 (q, 2H), 1.50 – 1.62 (m, 3H), 2.40 – 2.48 (m, 2H), 2.96 (br t, 2H), 3.25 (td, 2H), 3.46 (s, 3H), 3.81 (dd, 2H), 4.79 (br s, 1H), 5.22 (s, 1H).

The synthetic route of 4677-20-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; THE BROAD INSTITUTE, INC.; THEDE, Kai; MENGEL, Anne; CHRIST, Clara; KUHNKE, Joachim; JOHANNES, Sarah, Anna, Liesa; BUCHGRABER, Philipp; KLAR, Ulrich; SACK, Ulrike; KAULFUSS, Stefan; FERNANDEZ-MONTALVAN, Amaury, Ernesto; WERBECK, Nicolas; MOeNNING, Ursula; NOWAK-REPPEL, Katrin; MORTIER, Jeremie, Xavier; MCCARREN, Patrick, Ryan; SERRANO-WU, Michael, H.; LEMKE, Chris; MCKINNEY, David; FITZGERALD, Mark; NASVESCHUK, Christopher; LAZARSKI, Kiel; FERRARA, Steven, James; FURST, Laura; WEI, Guo; HARVEY, Rebecca, Ann; PAYNE, Daniel; PESNOT, Thomas; WILSON, Craig; (464 pag.)WO2019/96914; (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.5631-96-9,2-(2-Chloroethoxy)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

5631-96-9, Add cesium carbonate (725.82 g, 2.23 mol) and 2-(2-chloroethoxy)tetrahydro-2H- pyran (183.37 g, 167.01 mL, 1.50 equiv) to a solution of 6-[1-[1-(5-hydroxy-2- pyridyl)pyrazol-3 -yl]ethyl] -3 -(2-trimethylsilylethoxymethyl)- 1,3 -benzothiazol-2-one (400g, 742.56 mmol) in acetonitrile (2 L). Stir the mixture at 90 C for 3 h. Cool down the reaction and add cyclohexane (4 L) and water (4 L) and separate phases. Re-extract the aqueous layer with cyclohexane (2.5 L) and evaporate the combined organic layers to afford the desired compound as a brown oil (420 g, 8 1%). M+1597.

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

Reference£º
Patent; ELI LILLY AND COMPANY; GARDINIER, Kevin Matthew; GERNERT, Douglas Linn; HAHN, Patric James; HOLLINSHEAD, Sean Patrick; KHILEVICH, Albert; MAYHUGH, Daniel Ray; ORNSTEIN, Paul Leslie; PORTER, Warren Jaye; REEL, Jon Kevin; SCHKERYANTZ, Jeffrey Michael; SPINAZZE, Patrick Gianpietro; STEVENS, Freddie Craig; WITKIN, Jeffrey Michael; (199 pag.)WO2015/183673; (2015); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

4295-99-2, 4-Cyanotetrahydro-4H-pyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 2.46 M n-butyllithium in hexanes (29 mL, 71 mmol) was added dropwise to a stirred solution of (S)-2-(chloromethyl)oxirane (6.0 g, 64.8 mmol) and oxane-4- carbonitrile (8.4 g, 75.6 mmol) in THF (70 mL) at -78oC. The mixture was stirred at -78oC for two hours and then stirred overnight at room temperature. The mixture was quenched by the addition of saturated ammonium chloride, and extracted twice with dichloromethane. The combined organic layers were dried (Na2SO4) and concentrated. The residue was purified via MPLC eluting with 20% ethyl acetate in petroleum ether to afford (S)-4-(oxiran-2- ylmethyl)tetrahydro-2H-pyran-4-carbonitrile (4.5 g, 42%) as a colorless liquid.

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; LYCERA CORPORATION; AICHER, Thomas, Daniel; TAYLOR, Clarke, B.; VANHUIS, Chad, A.; (410 pag.)WO2016/201225; (2016); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

185815-59-2, 4-Isobutyldihydro-2H-pyran-2,6(3H)-dione is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of (+/-)-1-(1-napthyl)ethanol XIII (20.2 g, 117.29 mmole) in tert- butyl methyl ether (50 ml) was added to a solution of the anhydride VIII (20 g, 117.50 mmole) in terf-butyl methyl ether (50 ml) at – 78 C under an atmosphere of nitrogen. DABCO (3.2 g, 28.53 mmole) was added to it and the reaction mixture was maintained at this temperature for 2 h when the reaction was complete as indicated from the TLC.An aqueous solution of citric acid was added to the reaction mixture and it was allowed to warm up to room temperature. The organic layer was washed with an aqueous solution of citric acid (3 chi 50 ml), water (3 * 50 ml) and brine (3 chi 50 ml), dried over sodium sulfate and concentrated to give the ester XII; yield 40 g, quantitative. The crude product was carried on to the following step without further purification.

185815-59-2, 185815-59-2 4-Isobutyldihydro-2H-pyran-2,6(3H)-dione 11480690, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Dr. Braja Sundar Pradhan; WO2012/93411; (2012); 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.14774-37-9,Tetrahydropyran-4-methanol,as a common compound, the synthetic route is as follows.

To a solution of 116 mg (1.00 mmol) of 4-(hydroxymethyl)tetrahydropyran from Example 77A in 2 mL of CH2Cl2 was added 424 mg (1.0 mmol) of the Dess-Martin periodinane. The mixture was stirred at ambient temperature for 1 h, then filtered through diatomaceous earth. The filter cake was washed with about 3 mL of CH2Cl2, then the tilted aldehyde solution was used directly in the next step.

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; Kosogof, Christi; Liu, Bo; Liu, Gang; Liu, Mei; Nelson, Lissa T. J.; Serby, Michael D.; Sham, Hing L.; Szczepankiewicz, Bruce G.; Xin, Zhili; Zhao, Hongyu; US2005/171131; (2005); 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.873397-34-3,Tetrahydro-2H-pyran-3-carboxylic acid,as a common compound, the synthetic route is as follows.

873397-34-3, Step 1 : To a solution of (3-methoxy-5-methylpyrazin-2-yl)methanamine (150 mg, 979.2 u mol), tetrahydro-2H-pyran-3-carboxylic acid (127.4 mg, 979.2 Mmol) 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 N-((3-methoxy-5-methylpyrazin-2-yl)methyl)tetrahydro-2H-pyran-3- carboxamide (130 mg, 50percent yield).

As the paragraph descriping shows that 873397-34-3 is playing an increasingly important role.

Reference£º
Patent; H. LUNDBECK A/S; KEHLER, Jan; RASMUSSEN, Lars, Kyhn; LANGGARD, Morten; JESSING, Mikkel; VITAL, Paulo, Jorge, Vieira; JUHL, Karsten; (157 pag.)WO2018/78038; (2018); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics