Category: Tetrahydropyrans

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.65412-03-5,4-(2-Aminoethyl)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

65412-03-5, 3,5-Dibromo-pyrazin-2-amine (5.05 g, 20.1 mmol), 2-(tetrahydro-2H-pyran-4-yl)ethanamine (4.00 g, 24.1 mmol), N,N-diisopropylethylamine (5.19 g, 40.2 mmol), and n-butanol (120 mL) were heated in a sealed tube at 130 C for 18 h. The solution was condensed under reduced pressure and the product was recrystallized from methanol to give (5.8 g, 96% yield).

As the paragraph descriping shows that 65412-03-5 is playing an increasingly important role.

Reference£º
Article; Mortensen, Deborah S.; Sapienza, John; Lee, Branden G.S.; Perrin-Ninkovic, Sophie M.; Harris, Roy; Shevlin, Graziella; Parnes, Jason S.; Whitefield, Brandon; Hickman, Matt; Khambatta, Gody; Bisonette, Rene R.; Peng, Sophie; Gamez, Jim C.; Leisten, Jim; Narla, Rama Krishna; Fultz, Kimberly E.; Sankar, Sabita; Bioorganic and Medicinal Chemistry Letters; vol. 23; 6; (2013); p. 1588 – 1591;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

29943-42-8, Dihydro-2H-pyran-4(3H)-one is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(f) 2-[2-(tetrahydropyran-4-yl)-ethylamino]-adenosine-5′-N-ethylcarboxamide; the starting 2-(tetrahydro-pyran-4-yl)-ethylamine can be prepared from tetrahydropyran-4-one e.g. by Wittig condensation with diethyl cyanomethyl phosphonate followed by hydrogenation and reduction with lithium aluminum hydride.

29943-42-8, The synthetic route of 29943-42-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Ciba-Geigy Corporation; US4968697; (1990); 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.101691-94-5,4-(Iodomethyl)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

A solution of N,N-diisopropylamine (3.65 mL) in tetrahydrofuran (50 mL) was purged with nitrogen, a 1.6M n-butyllithium hexane solution (16.1 mL) was added at -78C, and the mixture was stirred at -78C for 30 min. To the reaction solution was added dropwise a solution of ethyl [6-(methylsulfanyl)pyridin-3-yl]acetate (4.55 g) in tetrahydrofuran (40 mL), and the mixture was stirred at -78C for 30 min. To the reaction solution was added a solution of 4-(iodomethyl)tetrahydro-2H-pyran (5.83 mL) in tetrahydrofuran (40 mL), and the mixture was stirred at -78C for 2 hr. The reaction solution was warmed to room temperature, and stirred at room temperature for 3 days. A saturated aqueous ammonium chloride solution was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed successively with water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:hexane = 10:90 – 50:50, volume ratio) to give the title compound (3.90 g, yield 59%) as a pale-yellow oil. MS:310(MH+). _, 101691-94-5

101691-94-5 4-(Iodomethyl)tetrahydro-2H-pyran 2795507, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Takeda Pharmaceutical Company Limited; EP2149550; (2010); A1;,
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Tetrahydropyran – an overview | ScienceDirect Topics

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

EXAMPLES 57 TO 78; [00244] The procedures of Scheme E (General Procedure A) or Scheme F (General Procedure B) were employed to prepare the Examples 57 to 78 compounds.; Alkylation of Indazoles, General Procedure A; [00242] Shell vials were charged with methyl 3-(lH-indazol-5-yl)-2,2-dimethyl-3- phenylpropanate (150 mg, 0.49 mmol) in 2 mL THF and NaH (69 mg of 60% oil immersed, 1.8 mmol) was added under N2. After foaming subsided (about 10 min), the alkylating agent (2.24 mmol, 4.6 equiv) was added neat and the reactions were heated to reflux for 16 hr. The reactions were cooled, concentrated by rotary evaporation, diluted with 2 mL DMSO, 1 mL MeOH, and 1 mL 5M NaOH and heated for another 16 hr. The crude N-alkylated acids were purified by HPLC and lyophilized to give pure acids which were confirmed by LC-MS and then coupled to a Z-Za-NH2 amine using General Coupling Method A. The alkylation reactions gave mixtures of the N-I and N-2 alkylated indazoles (typically in a 1 : 1-3: 1 ratio favoring N-I) which could be separated by HPLC at the acid stage (and coupled independently) or separated at the final amide stage after coupling.

1768-64-5, As the paragraph descriping shows that 1768-64-5 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2008/57856; (2008); A2;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.624734-17-4,3-Methoxydihydro-2H-pyran-4(3H)-one,as a common compound, the synthetic route is as follows.,624734-17-4

General procedure: Toa solution of ((3aS,5S,6aR)-5-aminohexahydro-2H-cyclopenta[b]furan-3a-yl)(3-(trifluoromethyl)-7,8-dihydro-1,6-naphthyridin-6(5H)-yl)methanone (119 mg, 0.33 mmol, 1 eq) in DCM at rtwas added acetic acid (0.01 mL, 0.17 mmol, 0.5 eq),3-methoxytetrahydro-4H-pyran-4-one (131 mg, 1.0 mmol, 3 eq) and sodiumtriacetoxyborohydride (355 mg, 1.67 mmol, 5 eq). After stirring overnight, saturated NaHCO3was added, the solution extracted with DCM, the organics combined, dried overMgSO4, and concentrated.Purification by chromatography (12 g) eluting with 4 to 8% methanol/DCMwith ammonia afforded compound 2a ((3aS,5S,6aR)-5-((3-methoxytetrahydro-2H-pyran-4-yl)amino)hexahydro-2H-cyclopenta[b]furan-3a-yl)(3-(trifluoromethyl)-7,8-dihydro-1,6-naphthyridin-6(5H)-yl)methanone(83 mg, 50%). 1H NMR (CHLOROFORM-d)d: 8.72 (br. s., 1H), 7.70 (br. s., 1H), 4.98 -5.14 (m, 1H), 4.70 – 4.89 (m, 2H),3.80 – 4.18 (m, 5H), 3.25 – 3.75 (m, 8H), 3.07 – 3.24 (m, 2H), 2.53 – 2.89 (m,1H), 2.01 – 2.48 (m, 4H), 1.39 – 1.88 (m, 5H).ESI-MS (m/z): Calculated for C23H30F3N3O4:470.2 (M+1); found: 470.2.

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

Reference£º
Article; Winters, Michael P.; Teleha, Christopher A.; Kang, Fu-An; McComsey, David; O’Neill, John C.; Hou, Cuifen; Kirchner, Thomas; Wang, Ping; Johnson, Dana; Sui, Zhihua; Bioorganic and Medicinal Chemistry Letters; vol. 24; 9; (2014); p. 2137 – 2140;,
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Tetrahydropyran – an overview | ScienceDirect Topics

2081-44-9, Tetrahydro-2H-pyran-4-ol is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of tetrahydro-2H-pyran-4-ol (5 g, 49.0 mmol) and triethylamine (8.2 mL,58.7 mmol) in DCM (100 mL) was added mesyl chloride (16.8 g, 146.9 mmol) dropwise at 0 Cunder a nitrogen atmosphere. The mixture was stirred at room temperature for 5 h. Water (100mL) was added and extracted with DCM (100 mL x 2). The combined organic layers were driedover anhydrous Na2SO4, filtered and concentrated in vacuo to give the title compound (4 g,45%) as a yellow solid. ?H NIVIR (400 IVIHz, CDC13) 4.85 – 4.81 (m 1H), 3.90 – 3.87 (m, 2H),3.52 – 3.46 (m, 2H), 2.99 (s, 3H), 2.01 – 1.97 (m, 2H), 1.83 – 1.80 (m, 2H).

2081-44-9, The synthetic route of 2081-44-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; CYR, Patrick; BRONNER, Sarah; ROMERO, F. Anthony; MAGNUSON, Steven; TSUI, Vickie Hsiao-Wei; MURRAY, Jeremy M.; WAI, John; LAI, Kwong Wah; WANG, Fei; CHEN, Kevin X.; (351 pag.)WO2017/205538; (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.85064-61-5,Tetrahydropyranyl-4-acetic acid,as a common compound, the synthetic route is as follows.

EXAMPLE 12 N-(7-[1,4]Dioxepan-6-yl-4-methoxy-benzothiazol-2-yl)-2-(tetrahydro-pyran-4-yl)-acetamide Using 7-[1,4]dioxepan-6-yl-4-methoxy-benzothiazol-2-ylamine and tetrahydropyran-4-yl acetic acid, the tide compound was prepared as white powder. MS: m/e=407(M+H+)., 85064-61-5

The synthetic route of 85064-61-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Flohr, Alexander; Jakob-Roetne, Roland; Norcross, Roger David; Riemer, Claus; US2004/235915; (2004); 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.103260-44-2,Ethyl 2-(tetrahydro-2H-pyran-4-yl)acetate,as a common compound, the synthetic route is as follows.

To a solution of (Tetrahydro-pyran-4-yl)-acetic acid ethyl ester (2.0 g, 11.6 mmol) in 50 mL of THF at -78 C. LDA (1.0 M, 17.4 mL, 34.8 mmol) is added dropwise. The solution is stirred for 0.5 h and treated with HMPA (3.2 mL, 9.3 mmol) and MeI (4.94 g, 34.8 mmol). The reaction mixture is stirred at the same temperature for 0.5 h and for 1.5 h at 0 C., acidified with aqueous 1 N aqueous HCl solution, and extracted twice with ether (2¡Á40 mL). The organic phase is washed with saturated aqueous NaCl solution, dried (MgSO4), and concentrated in vacuo to give 1.8 g of 2-(Tetrahydro-pyran-4-yl)-propionic acid ethyl ester which is hydrolyzed without further purification., 103260-44-2

The synthetic route of 103260-44-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Breitenstein, Werner; Erhardt, Claus; Maibaum, Juergen Klaus; Ostermann, Nils; Zimmermann, Juerg; Masuya, Keiichi; Konishi, Kazuhide; Yokokawa, Fumiaki; Kanazawa, Takanori; Jacoby, Edgar; Marzinzik, Andreas; Grosche, Philipp; Kawakami, Shimpei; US2009/233920; (2009); 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.

Step 2: Synthesis of Compound A3To a solution of 133 g (1.31 mol) of compound A2 in pyridine (1.5 L) are added 373 g (1.95 mol) of p-toluenesulfonylchloride portionwise at 10 C. After complete addition the reaction is allowed to warm to room temperature and stirred for 18 h. The reaction is poured onto a stirred mixture of aqueous HCl/ice. The resulting precipitate is isolated by filtration and dissolved in DCM (1 L). The organic layer is washed with 1M aqueous HC1 solution (1 L), followed by saturated aqueous NaHCC>3 solution (1 L) and is then dried over Na2S04. Filtration and concentration of the filtrate under reduced pressure gives 300 g of compound A3 as an orange oil. Yield: 90%, ES-MS: m/z: 257 [M+H], 279 [M+Na]

2081-44-9, The synthetic route of 2081-44-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; RIETHER, Doris; ZINDELL, Renee, M.; ERMANN, Monika; WO2011/109324; (2011); 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.1768-64-5,4-Chlorotetrahydropyran,as a common compound, the synthetic route is as follows.

Intermediate 18A (4-Amino-5-bromopyrrolo[2,l-fj[l ,2,4]triazin-7-yl)(tetrahydro-2/ -pyran-4-yl)methanol In a 50 l. three-necked flask equipped with a condenser, a thermometer and a dropping funnel, which was purged with argon, a Gri uard reagent was prepared from magnesium turnings (484 mg, 19.9 mmol) and 4-chlorotetrahydropyrane (2.4 g, 19.9 mmol) in dry THF (14 mL). To this solution was added at 0C a suspension of Intermediate 16A (1.2 g, 3.98 mmol) in THF (20 mL), and the reaction mixture was allowed to stir for 1 h at room temperature. It was then quenched with saturated aqueous ammonium chloride solution and extracted with ethyl acetate (2 x 50 mL). The organic layer was washed with brine, dried over magnesium sulfate and concentrated. The residue was purified by preparative HPLC (method 3). Yield: 0.5 g (38% of th.). LC-MS (method 6): R, = 0.66 min; MS (ESIpos): m/z (%) = 327.0 (100) [M+H]+, MS (ESIneg): m/z (%) = 325.1 (100) [M-H]~

1768-64-5, 1768-64-5 4-Chlorotetrahydropyran 137202, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; BAYER INTELLECTUAL PROPERTY GMBH; Bayer Pharma Aktiengesellschaft; KLAR, Juergen; VOEHRINGER, Verena; TELSER, Joachim; LOBELL, Mario; SUessMEIER, Frank; LI, Volkhart Min-Jian; BOeTTGER, Michael; GOLZ, Stefan; LANG, Dieter; SCHLEMMER, Karl-Heinz; SCHLANGE, Thomas; SCHALL, Andreas; FU, Wenlang; WO2013/4551; (2013); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics