Downstream synthetic route of 4677-18-3

As the paragraph descriping shows that 4677-18-3 is playing an increasingly important role.

4677-18-3, 2-(Tetrahydro-2H-pyran-4-yl)ethanol is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,4677-18-3

2-(4-Oxanyl)ethyl methanesulfonate To a stirring solution of 2-(4-oxanyl)ethanol (9.63 g, 74.0 mmol) in dry dichloromethane (350 mL) was added distilled triethylamine (20.62 mL, 96.2 mmol) at 0 C., followed by drop-wise addition of methanesulfonyl chloride (7.44 mL, 96.2 mmol) over 15 min. The reaction was stirred for 16 h under N2 and slowly allowed to come to ambient temperature. The reaction was washed with saturated NaHCO3 (100 mL) and the aqueous phase was extracted with dichloromethane (1*50 mL). The combined organic extracts were dried (K2CO3), filtered and concentrated by rotary evaporation to yield 11.9 g of a colorless oil (77.0% yield).

As the paragraph descriping shows that 4677-18-3 is playing an increasingly important role.

Reference£º
Patent; Targacept, Inc.; US2004/220214; (2004); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

New learning discoveries about 1194-16-7

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

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;,
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Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 1228779-96-1

The synthetic route of 1228779-96-1 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1228779-96-1,3-Nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide,as a common compound, the synthetic route is as follows.

The sulfonamide (compound 3, 158.9 g), DMAP (123.7 g), EDCI (126.5 g) and dichloromethane (3678 mL) were combined at 25C (reactor I). In a second reactor (reactor II), the benzoic acid derivative (compound 2, 340.0 g), Et3N (140 mL) and dichloromethane (2936 mL) were combined and stirred for 15 minutes. The resulting acid solution (reactor II) was slowly added to the suspension of the sulfonamide (reactor I) within 120 minutes and reaction mixture agitated until reaction completion. After 22 hours the reaction mixture was washed with 10% acetic acid solution twice (2×2056 mL). The lower organic layer was diluted with more dichloromethane (882 mL) and methanol (146 mL), before separation of the organic layer. After phase separation the organic layer was washed with 5% aq. NaHCO3 (2059 mL) and then with 5% NaCl solution (2059 mL) at room temperature. The lower organic layer was separated and the concentrated to dryness, resulting a yellow solid. Dichloromethane (2014 mL) and methanol (206 mL) were added, the suspension was heated to 38C under stirring. Ethyl acetate (1840 mL) was added slowly within 40 minutes to the yellow solution. Heating was turned off and the suspension was cooled to 0-5 C and stirred at 5C overnight. The filtrated product was washed with Ethyl acetate (735 ml) and dried under vacuum (100 mbar) at 50C overnight to yield Venetoclax as yellow solid (273.6 g; 62.5 %, HPLC purity 95.36 A%)., 1228779-96-1

The synthetic route of 1228779-96-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASSIA CHEMICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.; POTARINE JUHASZ, Zsuzsa; STRUBA, Szabolcs; NEMETHNE RACZ, Csilla; TOTH, Zoltan Gabor; SZILAGYI, Andrea; KERTI-FERENCZI, Renata; MOLNAR, Sandor Janos; PASZTOR-DEBRECZENI, Nora; HAJKO, Janos; (100 pag.)WO2017/156398; (2017); A1;,
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Some tips on 85064-61-5

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

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

Brief introduction of 1098184-12-3

As the paragraph descriping shows that 1098184-12-3 is playing an increasingly important role.

1098184-12-3, (S)-2-(((Benzyloxy)carbonyl)amino)-2-(tetrahydro-2H-pyran-4-yl)acetic acid is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

tert-Butyl(3S,8aR)-3-[(4R)-3,4-dihydro-2H-chromen-4-ylcarbamoyl]hexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxylate (450 mg) was dissolved in ethyl acetate (3 mL), 4M hydrogen chloride-ethyl acetate solution (3 mL) was added thereto, and the mixture was stirred at room temperature for 1 hr. The mixture was concentrated under reduced pressure, and the residue was collected by filtration, washed with ether, and dried under reduced pressure to give a colorless amorphous powder (410 mg). The obtained colorless amorphous powder (200 mg), (2S)-{[(benzyloxy)carbonyl]amino}(tetrahydro-2H-pyran-4-yl)ethanoic acid (235 mg), O-(7-azabenzotriazol-1-yl)-N,N,N’,N’-tetramethyluronium hexafluorophosphate (406 mg) and N,N-diisopropylethylamine (0.558 mL) were mixed in N,N-dimethylformamide (5 mL), and the mixture was stirred at room temperature for 18 hr. The mixture was diluted with ethyl acetate (30 mL), and washed with water (30 mL), saturated aqueous sodium hydrogen carbonate solution (50 mL) and saturated brine (50 mL). The organic layer was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane=15/85?100/0) to give the title compound (200 mg) as a colorless amorphous powder. LC-MS: 577 (MH+), 1098184-12-3

As the paragraph descriping shows that 1098184-12-3 is playing an increasingly important role.

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; US2011/34469; (2011); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Analyzing the synthesis route of 25850-22-0

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

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;,
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Tetrahydropyran – an overview | ScienceDirect Topics

New learning discoveries about 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.

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;,
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Tetrahydropyran – an overview | ScienceDirect Topics

Downstream synthetic route of 4295-99-2

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

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

Brief introduction of 14774-36-8

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

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

Brief introduction of 1240390-36-6

As the paragraph descriping shows that 1240390-36-6 is playing an increasingly important role.

1240390-36-6, tert-Butyl ((3R,4R)-4-aminotetrahydro-2H-pyran-3-yl)carbamate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 7 tert-Butyl (3R,4R)-4-(6-carbamoyl-5-(5-fluoro-6-isopropylpyridin-2-ylamino)pyridazin-3-ylamino)tetrahydro-2H-pyran-3-ylcarbamate To a solution of 6-chloro-4-(5-fluoro-6-isopropylpyridin-2-ylamino)pyridazine-3-carboxamide (250 mg, 807 mumol) in NMP (3.2 mL) was added tert-butyl (3R,4R)-4-aminotetrahydro-2H-pyran-3-ylcarbamate (174 mg, 807 mumol) and the mixture heated to 140 C. Over the next 36 h three additional portions of tert-butyl (3R,4R)-4-aminotetrahydro-2H-pyran-3-ylcarbamate (174 mg, 807 mumol) were added at 12 h intervals. At 48 h the mixture was cooled, diluted with EtOAc, and washed with water and brine (2*). The organic layer was concentrated onto silica and purified by chromatography (70% to 100% EtOAc in hexanes) to give tert-butyl (3R,4R)-4-(6-carbamoyl-5-(5-fluoro-6-isopropylpyridin-2-ylamino)pyridazin-3-ylamino)tetrahydro-2H-pyran-3-ylcarbamate (100 mg, 25%). 1H NMR (400 MHz, CHLOROFORM-d6) delta ppm 11.49 (s, 1H), 8.22 (s, 1H), 8.06 (br. s, 1H), 7.29 (t, J=9.4 Hz, 1H), 6.70 (dd, J=8.9, 3.0 Hz, 1H), 6.07 (br. s, 1H), 5.50 (br. s, 1H), 5.35 (br. s, 1H), 4.26 (br. s, 1H), 4.03 (m, 2H), 3.92 (d, J=11.4 Hz, 1H), 3.68 (d, J=11.5 Hz, 1H), 3.61 (t, J=11.8 Hz, 1H), 3.41 (m, 1H), 2.24 (d, J=11.2 Hz, 1H), 1.81 (m, 1H), 1.49 (s, 9H), 1.35 (d, J=6.9 Hz, 6H)., 1240390-36-6

As the paragraph descriping shows that 1240390-36-6 is playing an increasingly important role.

Reference£º
Patent; Hoffman-La Roche Inc.; Hermann, Johannes Cornelius; Kennedy-Smith, Joshua; Lucas, Matthew C.; Padilla, Fernando; Soth, Michael; US2013/178478; (2013); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics