Tag: M.W:100-200

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

To a solution of 2,2,6,6-tetramethyldihydro-2H-pyran-4(3H)-one (prepared according to PCT Int. AppL, WO2010021680) (2.30 g, 14.72 mmol) in 14 mL of THF and 5 mL of ethano was added sodium borohydri.de (0.56 g, 14.72 mmol) and the mixture stirred at RT for 8 hrs. The mixture was diluted with 50 mL of EtOAc and washed with 50 mL of 0.2 N HC1 and 50 mL of brine. The aqueous layer was again extracted with EtOAc (3 x 50 mL) and the organic fractions combined, dried over sodium sulfate and concentrated to give 2.30 g (99%) of compound lc as a white solid that was used without further purification. NMR ( CHLOROFORM-d) delta: 4.13 fit, J – 11.4, 4.3 Hz, 1H), 1.94 (dd, J = 12.5, 4.2 Hz, 2), 1.28 f s, 6H), 1.27 – 1.22 (m, 8H)., 1197-66-6

1197-66-6 2,2,6,6-Tetramethyl-2H-3,5,6-trihydropyran-4-one 11829691, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; WALL, Mark; SUBASINGHE, Nalin; SUI, Zhihua; FLORES, Christopher; WO2014/28800; (2014); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

1194-16-7, 2,2-Dimethyltetrahydropyran-4-one is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

tert-Butyl-2-amino-5,5-dimethyl-5,7-dihydro-4H-thieno[2,3-c]pyran-3-carboxylate Following a previously reported procedure,42 a mixture of 2,2-dimethyldihydro-2H-pyran-4(3H)-one (0.30 g, 2.34 mmol, 1 eq), tert-butyl cyanoacetate (0.37 mL, 2.57 mmol, 1.1 eq), sulfur (0.083 g, 2.57 mmol, 1.1 eq), morpholine (0.30 mL, 3.51 mmol, 1.5 eq), and ethanol (7 mL) was heated at 50 C. for 16 h. The reaction mixture was then filtered, and the filter cake washed with ethyl acetate (20 mL). Purification by silica gel chromatography (0-20% EtOAc/Hex ramp over 20 min) afforded the desired product tert-butyl 2-amino-5,5-dimethyl-5,7-dihydro-4H-thieno[2,3-c]pyran-3-carboxylate as a yellow solid (0.63 g, 2.23 mmol, 95% yield). 1H NMR (400 MHz, CDCl3) delta 5.88 (s, 2H), 4.52 (apparent t, J=1.9, 2H), 2.64 (apparent t, J=1.9, 2H), 1.53 (s, 9H), 1.26 (s, 6H). 13C NMR (101 MHz, CDCl3) delta 165.22, 161.77, 130.07, 113.43, 106.94, 80.38, 70.83, 59.81, 38.72, 28.56, 26.46., 1194-16-7

1194-16-7 2,2-Dimethyltetrahydropyran-4-one 1738159, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; STC.UNM; University of Kansas; Wandinger-Ness, Angela; Sklar, Larry; Agola, Jacob; Surviladze, Zurab; Aube, Jeffrey; Golden, Jennifer; Schroeder, Chad E.; Simpson, Denise S.; US8765803; (2014); B1;,
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.

Step 3 To a mixture 6-(6-methoxy-5-methyl-pyridin-3-yl)-4-((S)-pyrrolidin-3-yloxy)-5,6,7,8-tetrahydro-pyrido[4,3-d]pyrimidine (639 mg, 1 .87 mmol) in CH2CI2 (5 mL) was added the acid chloride tetrahydo-2H-pyran-4-carbonyl chloride (306 mg, 2.06 mmol) and triethylamine (0.522 mL, 3.74 mmol) at rt. The reaction mixture was stirred at rt for 10 min. The reaction mixture was concentrated under vacuum. Purification by preparative reverse phase Gilson HPLC and subsequent neutralization of the combined fractions by extraction with CH2CI2/1 N NaOH, separation of the organic phase through a phase separation tube and evaporated gave {(S)-3-[6-(6-methoxy-5-methyl-pyridin-3-yl)-5,6,7,8-tetrahydro-pyrido[4,3-d]pyrimidin-4-yloxy]-pyrrolidin-1-yl}-(tetrahydro-pyran-4-yl)-methanone (432 mg, 51 % yield) as a white powder. 1 H-NMR (400 MHz, DMSO-d6, 298K) delta ppm 1 .50-1.65 (m, 4H) 2.10-2.32 (m, 5H) 2.62-2.78 (m, 1 H) 2.85-2.95 (m, 2H) 3.30-3.95 (m, 13H) 4.0-4.20 (m, 2H) 5.61-5.72 (m, 1 H) 7.42 (br, 1 H) 7.68 (m, 1 H) 8.60-8.61 (m, 1 H) . LCMS: [M+H]+=454.2, Rt (1)= 1.42min, 40191-32-0

The synthetic route of 40191-32-0 has been constantly updated, and we look forward to future research findings.

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

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.

Tetrahydrofuran (50 mL) was added to a round bottom flask and placed under N2. trimethyl(trifluoromethyl)silane (1.033 mL, 6.99 mmol) was then added and stirred under N2and then cooled to 0 C. Dihydro-2H-pyran-3(4H)-one (500 mg, 4.99 mmol) was then added via syringe and stirred for 5 minutes at 0 C. to ensure complete mixing. TBAF (0.050 mL, 0.050 mmol) was added dropwise slowly via syringe. The reaction was then allowed to warm up to RT for 30 min. The reaction was then cooled back down to 0 C. and added 1M HCl (50 mL) and then stirred at RT for overnight. The reaction was diluted with water and EtOAc. The organic layer was washed with brine, dried over MgSO4, filtered and evaporated to give the crude product 3-(trifluoromethyl)tetrahydro-2H-pyran-3-ol (400 mg, 47.1% yield) as an oil.1H NMR (400 MHz, CHLOROFORM-d) delta 4.01-3.93 (m, 1H), 3.82 (dd, J=11.8, 2.5 Hz, 1H), 3.60 (d, J=12.0 Hz, 1H), 3.41 (td, J=11.8, 2.5 Hz, 1H), 2.10-2.08 (m, 2H), 1.97-1.90 (m, 1H), 1.82 (dd, J=12.9, 4.4 Hz, 1H), 1.65-1.55 (m, 1H).

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; Bristol-Myers Squibb Company; Hiebert, Sheldon; Rajamani, Ramkumar; Sun, Li-Qiang; Mull, Eric; Gillis, Eric P.; Bowsher, Michael S.; Zhao, Qian; Meanwell, Nicholas A.; Renduchintala, Kishore V.; Sarkunam, Kandhasamy; Nagalakshmi, Pulicharla; Babu, P.V.K. Suresh; Scola, Paul Michael; (403 pag.)US9527885; (2016); B2;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

14774-36-8, (Tetrahydropyran-3-yl)methanol is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of (tetrahydro-2H-pyran-3-yl)methanol (1 g, 8.621 mmol, commercial source: Frapps) in Dichloromethane (20 mL), thionyl chloride (1 mL, 13.785 mmol, commercial source: Avra) was added slowly at 0 C and then stir at 26 C for 16 h. Upon completion, the reaction mixture was evaporated under reduced pressure, diluted with saturated NaHCC>3 solution (50 mL) and extracted with dichloromethane (3×50 mL).The combined organic solution was dried over anhydrous Na2S04, filtered and the filtrate was concentrated under reduced pressure to afford 3-(chloromethyl)tetrahydro-2H-pyran (300 mg).1H NMR (400 MHz, DMSO-d6) delta 3.90- 3.73 (m, 4H), 3.35-3.20 (m, 2H), 1.90-1.81 (m, 1 H), 1 .77-1 .50 (m, 2H), 1.35-1.17 (m, 2H).

14774-36-8, As the paragraph descriping shows that 14774-36-8 is playing an increasingly important role.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ALEMPARTE-GALLARDO, Carlos; ENCINAS, Lourdes; ESQUIVIAS PROVENCIO, Jorge; (206 pag.)WO2019/34729; (2019); 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,4295-99-2

To a solution of tetrahydro-2H-pyran-4-carbonitrile (10 g, 90 mmol) in dry THF (100 mL) at 0 C. was added dropwise 1.0 M NaHDMS in THF (108 mL, 108 mmol). The mixture was stirred for 1.5 h at 0 C., then treated with CH3I (38 g, 270 mmol) slowly. The mixture was stirred at RT for 16 h, then cooled to 0 C. and treated with 1 M aq. HCl (150 mL) and extracted with EtOAc (300 mL). The organic layer was washed with sat. aq. NaCl (80 mL*3), dried over MgSO4, filtered and concentrated under reduced pressure to give the title compound as a pale yellow liquid (10 g, 87%). 1H NMR (CDCl3) delta 3.98-3.92 (m, 2H), 3.74-3.65 (m, 2H), 1.89-1.82 (m, 2H), 1.66-1.56 (m, 2H), 1.42 (s, 3H).

As the paragraph descriping shows that 4295-99-2 is playing an increasingly important role.

Reference£º
Patent; Board of Regents, The University of Texas System; LE, Kang; SOTH, Michael J.; LIU, Gang; JONES, Philip; CROSS, Jason Bryant; MCAFOOS, Timothy Joseph; CARROLL, Christopher L.; LEWIS, Richard T.; (199 pag.)US2019/308978; (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.1197-66-6,2,2,6,6-Tetramethyl-2H-3,5,6-trihydropyran-4-one,as a common compound, the synthetic route is as follows.

To a flask containing 2,2,6,6-tetramethyltetrahydro-4H-pyran-4-one (Int 2, 1 eq), cyanoacetamide (1 eq), sulfur (0.9 eq) and diethylamine (1.1 eq) are added. EtOH is then added and the resulting mixture is stirred at 40 C. overnight. The reaction is diluted with water and partially concentrated by evaporation causing the precipitation of a solid that is separated by filtration. The cake is then washed with water and hexane to afford the desired product., 1197-66-6

1197-66-6 2,2,6,6-Tetramethyl-2H-3,5,6-trihydropyran-4-one 11829691, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; VAN DER PLAS, Steven Emiel; KELGTERMANS, Hans; Cedric DROPSIT MONTOVER, Sebastien Jean Jacques; MARTINA, Sebastien Laurent Xavier; ANDREWS, Martin James Inglis; US2015/45327; (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.25850-22-0,2,2-Dimethyltetrahydro-2H-pyran-4-amine,as a common compound, the synthetic route is as follows.

General procedure: To a mixture of 40 mL of a solution of 0.02 mol of amine in anhydrous benzene and 2.6 g (0.026 mol) of triethylamine was gradually added the equimolar amount of chloride B. The mixture was boiled for 4 h. On the next day 10 mL of water was added. The benzene layer was separated and washed with water. Benzene was distilled off, and the residue was distilled in a vacuum., 25850-22-0

The synthetic route of 25850-22-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Letter; Arutyunyan; Akopyan; Akopyan; Panosyan; Gevorgyan; Russian Journal of General Chemistry; vol. 88; 7; (2018); p. 1537 – 1541; Zh. Obshch. Khim.; vol. 88; 7; (2018); p. 1202 – 1206,5;,
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.85064-61-5,Tetrahydropyranyl-4-acetic acid,as a common compound, the synthetic route is as follows.

85064-61-5, To the solution of 3-[1 -(azetidin-3 -ylsulfonyl)-4-piperidyl] furo [3 ,2-b]pyridine (30.0 mg, 1 equiv.), 2-tetrahydropyran-4-ylacetic acid (12.6 mg, 1.2 equiv.) and EDCxHC1 (26.8 mg, 1.5 equiv.) in DMF (0.5 mL), HOBt (21.4 mg, 1.5 equiv.) and DIPEA (47 tL, 3.0 equiv.) were added and the resulting mixture was stirred at RT. After 2 hours, reaction mixture was diluted with EtOAc (10 mL) and washed with NaHCO3 sat. solution (3 x 10 mL) andbrine (15 mL). The organic layer was dried over Na2SO4, filtered and solvent was removed in vacuo. The obtained residue was purified by preparative LC-MS (ES mode, high pH method) to afford the expected product (17.4 mg). LCMS: MW (calcd): 447.55; MS (ES, m/z): 448.2 [M+H].

85064-61-5 Tetrahydropyranyl-4-acetic acid 2773575, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; E-THERAPEUTICS PLC; RO?CIC, Maja; KOLUND?IC, Filip; ?IHER, Dinko; POLJAK, Tanja; VADLAMUDI, Srinivasamurthy; STUBBERFIELD, Colin; (503 pag.)WO2018/78360; (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.1194-16-7,2,2-Dimethyltetrahydropyran-4-one,as a common compound, the synthetic route is as follows.

To a solution of cap 5b (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 cap 5a (1.8 g, 14.08 mmol) in dry DCM (20 mL) was added dropwise at 0C. The reaction mixture was allowed to stir at 25C for 3 days. After removal of the solvent, the residue obtained was purified using Si02 chromatography (eluting with petroleum ether/ ethyl acetate = 5:1 to 3: 1) to provide cap 5c as a white solid (0.15 g, 13% yield). 1H NMR (CDCls): 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, 1194-16-7 2,2-Dimethyltetrahydropyran-4-one 1738159, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; TONG, Ling; YU, Wensheng; KOZLOWSKI, Joseph A.; CHEN, Lei; SELYUTIN, Oleg; KIM, Seong Heon; DWYER, Michael; HU, Bin; ZHONG, Bin; WAI, Dahai; HAO, Jinglai; SHEN, Changmao; LEI, Zhixin; WANG, Weijun; WO2014/110706; (2014); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics