Day: November 19, 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.125552-89-8,4-(Bromomethyl)tetrahydropyran,as a common compound, the synthetic route is as follows.

A mixture of 58 (3g, 16.75mmol) and potassium thioacetate CH3COSK (3.4g, 33.5mmol) in DMF (60mL) was stirred at 90C for 2h. The reaction mixture was poured into cold water and then extracted with ethyl acetate (3¡Á30mL). The combined organic layers were washed with water (3¡Á60mL) and brine (30mL), and then dried over anhydrous MgSO4 and evaporated to dryness. The crude product was purified by silica gel flash chromatography (eluting with ethyl acetate in petroleum ether 2-5%) to give the title compound 59 as a yellow oil, (1.8g, yield=69%). 1H NMR (400MHz, CDCl3) delta 3.94 (dd, J=11.6Hz, 4.4Hz, 2H), 3.36-3.33 (m, 2H), 2.81 (d, J=6.4Hz, 2H), 2.32 (s, 3H), 1.69-1.65 (m, 3H), 1.30 (qd, J=12.4Hz, 4.0Hz, 2H); LC/MS (ESI, m/z) 175.08 [M+H]+., 125552-89-8

As the paragraph descriping shows that 125552-89-8 is playing an increasingly important role.

Reference£º
Article; Wang, Beilei; Wu, Jiaxin; Wu, Yun; Chen, Cheng; Zou, Fengming; Wang, Aoli; Wu, Hong; Hu, Zhenquan; Jiang, Zongru; Liu, Qingwang; Wang, Wei; Zhang, Yicong; Liu, Feiyang; Zhao, Ming; Hu, Jie; Huang, Tao; Ge, Juan; Wang, Li; Ren, Tao; Wang, Yuxin; Liu, Jing; Liu, Qingsong; European Journal of Medicinal Chemistry; vol. 158; (2018); p. 896 – 916;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

40191-32-0,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.

Example 6Synthesis of tetrahydropyran-4-carboxylic acid amide; In a vessel made of a glass, having an inner volume of 100 ml and equipped with a stirring device, a thermometer and a reflux condenser were charged 6.30 g (38.5 mmol) of tetrahydropyran-4-carboxylic acid chloride synthesized in the same method as in Example 5 and 20 g (329 mmol) of 28% by weight aqueous ammonia, and the mixture was reacted at 0 C. for 6 hours under stirring. After completion of the reaction, the reaction mixture was filtered, and the obtained filtrate was dried to obtain 4.84 g (Isolation yield; 62%) of tetrahydropyran-4-carboxylic acid amide was white crystals.Physical properties of the tetrahydropyran-4-carboxylic acid amide were as follows.1H-NMR (CDCl3, delta (ppm)); 1.46 to 1.62 (4H, m), 2.26 to 2.52 (1H, m), 3.28 to 3.34 (2H, m), 3.81 to 3.87 (2H, m), 6.77 to 7.24 (2H, d)CI-MS (m/e); 130 (M+1)

40191-32-0 Tetrahydro-2H-pyran-4-carbonyl chloride 2795505, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; UBE INDUSTRIES, LTD.; US2008/306287; (2008); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

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

To a solution of 6 (300 mg, 1.60 mmol) in DMF (3 mL) was added sodium hydride (95 mg, 60% dispersion in mineral oil, 2.38 mmol) and 4-bromo-tetrahydro-2H-pyran (458 mg, 1.75 mmol). The resulting mixture was stirred for 18 h at room temperature. The reaction mixture was diluted with water (25 mL) and extracted with EtOAc (2 x 50 mL). The combined organic extracts were dried over MgSO4, filtered, and concentrated. The resultant residue was purified by column chromatography (0-5% gradient of EtOAc in hexane) to provide the title compound (340 mg, 78%) as a colouless oil. 1H NMR (400 MHz, CDCl3) ppm 1.60 – 1.76 (m, 2 H), 1.92 (dd, J = 11.87, 1.52 Hz, 2 H), 3.20 – 3.33 (m, 1 H), 3.39 – 3.51 (m, 2 H), 3.93 – 4.05 (m, 2 H), 7.28 – 7.34 (m, 2 H), 7.42 – 7.49 (m, 2 H)., 25637-16-5

The synthetic route of 25637-16-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Semple, Graeme; Santora, Vincent J.; Smith, Jeffrey M.; Covel, Jonathan A.; Hayashi, Rena; Gallardo, Charlemagne; Ibarra, Jason B.; Schultz, Jeffrey A.; Park, Douglas M.; Estrada, Scott A.; Hofilena, Brian J.; Smith, Brian M.; Ren, Albert; Suarez, Marissa; Frazer, John; Edwards, Jeffrey E.; Hart, Ryan; Hauser, Erin K.; Lorea, Jodie; Grottick, Andrew J.; Bioorganic and Medicinal Chemistry Letters; vol. 22; 1; (2012); p. 71 – 75;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

344329-76-6, Tetrahydro-2H-pyran-4-carboxamide is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 129 A suspension of Example B5 (0.032 g, 0.249 mmol) in DCE (2.1 mL) was treated drop-wise with oxalyl chloride (0.022 mL, 0.249 mmol), stirred at RT for 0.5 h, then heated at 80¡ã C. for 1 h. The mixture was cooled to RT, treated with a solution of pyridine (0.101 mL, 1.247 mmol) and Example A20 (0.062 g, 0.208 mmol) in THF (2.1 mL) and stirred at RT overnight. The mixture was treated with satd. NaHCO3, extracted with DCM (5*) and the combined organics were dried over Na2SO4, concentrated to dryness and purified via silica gel chromatography (MeOH/DCM). The material was treated with MeCN and the resulting solid was collected via filtration and dried to afford N-((6-methyl-5-((2-(2-methylthiazol-5-yl)pyridin-4-yl)oxy)pyridin-2-yl)carbamoyl)tetrahydro-2H-pyran-4-carboxamide (17 mg, 16percent) as a white solid. 1H NMR (400 MHz, DMSO-d6): delta 11.01 (s, 1H); 10.87 (s, 1H), 8.39 (d, J=5.8 Hz, 1H), 8.32 (s, 1H), 7.91 (d, J=8.8 Hz, 1H), 7.64 (d, J=8.8 Hz, 1H), 7.55 (d, J=2.4 Hz, 1H), 6.71 (dd, J=5.8, 2.4 Hz, 1H), 3.88 (m, 2H), 3.36-3.28 (m, 2H), 2.73-2.67 (m, 1H), 2.65 (s, 3H), 2.26 (s, 3H), 1.68-1.66 (m, 4H); MS (ESI) m/z: 454.2 (M+H+).

344329-76-6, The synthetic route of 344329-76-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Deciphera Pharmaceuticals, LLC; Flynn, Daniel L.; Caldwell, Timothy Malcolm; Kaufman, Michael D.; Patt, William C.; Samarakoon, Thiwanka; Vogeti, Lakshminarayana; Yates, Karen M.; US2014/275080; (2014); 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.185815-59-2,4-Isobutyldihydro-2H-pyran-2,6(3H)-dione,as a common compound, the synthetic route is as follows.

In a 100mL three-necked flask, under nitrogen, was added thereto 3-isobutylglutaric anhydride (1.70g, 0.01mol), (S)-2-(3-(3,5-bis(trifluoromethyl)phenyl)thioureido)-N,N,4-trimethyl-N-(4-nitrobenzyl) pentan-1-ylammonium chloride (590mg, 1.0mmol), and 50mL methyl tert-butyl ether to dissolve solids. At -10C, was added with stirring benzyl mercaptan (1.50g, 0.012mol). It was stirred for 16h. The solvent was removed under reduced pressure to give the thiol ester 2.84g, yield 96%, ee value of 95%.

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; Shenzhen Huaxian Pharmaceutical Tech Co., Ltd.; Lan, Wenlong; (9 pag.)CN105753726; (2016); 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.125552-89-8,4-(Bromomethyl)tetrahydropyran,as a common compound, the synthetic route is as follows.

4-(Bromomethyl)tetrahydropyran (97.6 mul; 0.74 mmol) is added to a mixture of methyl 5-[(4-ethylphenyl)isobutylsulfamoyl]-1H-indazole-7-carboxylate (280.0 mg; 0.67 mmol) and cesium carbonate (329 mg; 1 mmol) in 1-methyl-2-pyrrolidone (2.8 ml). The reaction medium is stirred at a temperature of 80 C. overnight. The crude product is filtered and then purified by preparative HPLC (C18 column, eluent: acetonitrile in water/0.1% of formic acid). The methyl 5-[(4-ethylphenyl)isobutylsulfamoyl]-1-(tetrahydropyran-4-ylmethyl)-1H-indazole-7-carboxylate (223.4 mg; 63%) is obtained in the form of a white solid. 1H NMR (DMSO-d6) delta: 0.85 (d, J=6.6 Hz, 6H), 1.18 (t, J=7.6 Hz, 3H), 1.25 (dt, J=11.1, 5.3 Hz, 4H), 1.33-1.55 (m, 1H), 1.86-2.12 (m, 1H), 2.60 (q, J=7.6 Hz, 2H), 3.18 (td, J=11.1, 3.6 Hz, 2H), 3.35 (s, 2H), 3.79 (dt, J=11.4, 3.3 Hz, 2H), 3.93 (s, 3H), 4.57 (d, J=7.2 Hz, 2H), 6.93-7.06 (m, 2H), 7.12-7.23 (m, 2H), 7.80 (d, J=1.7 Hz, 1H), 8.37 (d, J=1.9 Hz, 1H), 8.48 (s, 1H). MS: [M+H]=514

125552-89-8, 125552-89-8 4-(Bromomethyl)tetrahydropyran 2773286, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; GALDERMA RESEARCH & DEVELOPMENT; MUSICKI, Branislav; OUVRY, Gilles; THOREAU, Etienne; BOUIX-PETER, Claire; (85 pag.)US2017/342062; (2017); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

585-88-6, Maltitol is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,585-88-6

20.0 g of maltitol was placed in a heat-dried 200 ml four-necked flask and purged with nitrogen, and 100 ml of dehydrated DMF was added and the temperature was raised to 90 C. To this solution, 3.0 g of methyl salicylate and 0.3 g of potassium carbonate (dried by being covered with a heat gun under reduced pressure) were added and reacted for 4 hours at 96 to 110 C under reduced pressure (125 to 155 mm Hg). After completion of the reaction, the reaction solution was concentrated under reduced pressure, ethyl acetate was added to the residue, and the mixture was refluxed for 1 hour. After cooling to room temperature, the precipitate was removed by filtration and concentrated under reduced pressure to obtain 3.5 g of a brown liquid. Unreacted raw materials were removed using a chromatographic separation apparatus (apparatus: Kprep (manufactured by YMC), developing solvent: methanol / ultrapure water = 50/50, flow rate: 10 ml / min) and the structural isomers were collectively collected & 1.4 g of light pink oil was obtained.

As the paragraph descriping shows that 585-88-6 is playing an increasingly important role.

Reference£º
Patent; UENO FINE CHEMICALS INDUSTRY LIMITED; MAEDA, KAZUHISA; MOTOMURA, YOSUKE; YAMAZAKI, KAE; SHONO, YUKO; OTSUKA, RYOICHI; (9 pag.)JP6151542; (2017); B2;,
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.125552-89-8,4-(Bromomethyl)tetrahydropyran,as a common compound, the synthetic route is as follows.

A mixture of (tert-butoxycarbonyl)-L-valine (3.64 g, 16.75 mmol), 4-(bromomethyl)tetrahydro-2H- pyran (3.00 g, 16.75 mmol) and NaHCO3 (2.81 g, 33.50 mmol) in DMF (30 mL) was stirred at 70 C for 12 hours under N2 atmosphere. The reaction mixture was diluted with H20 (100 mL) and extracted with MTBE (50 mL x 2). The combined organic layers were washed with brine (20 mL x 2), dried overNa2SO4, filtered and concentrated under reduced pressure to give (tetrahydro-2H-pyran-4-yl)methyl(tert-butoxycarbonyl)-L-valinate (5 g, yield 94.63%, pale yellow oil) which was used into the next stepwithout further purification. 1H NMR (400 MHz, CDCI3) O 5.01 (d, J = 8.4 Hz, 1H), 4.22 (dd, J = 8.8 Hz,4.8 Hz, 1H), 4.00-3.97 (m, 4H), 3.40 (t, J= 11.2 Hz, 2H), 2.16-2.11 (m, 1H), 1.96-1.90 (m, 1H), 1.63 (d, J= 13.2 Hz, 2H), 1.45 (s, 9H), 0.97 (d, J 6.4 Hz, 3H), 0.90 (d, J 7.2 Hz, 3H)., 125552-89-8

As the paragraph descriping shows that 125552-89-8 is playing an increasingly important role.

Reference£º
Patent; ANACOR PHARMACEUTICALS, INC.; AKAMA, Tsutomu; CARTER, David Scott; HALLADAY, Jason S.; JACOBS, Robert T.; LIU, Yang; PLATTNER, Jacob J.; ZHANG, Yong-Kang; WITTY, Michael John; (149 pag.)WO2017/195069; (2017); 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

83-87-4, This compound was prepared following a procedure adopted in similar cases.20 beta-d-Glucose pentaacetate (3.83 g, 9.82 mmol) and BF3¡¤Et2O (1.24 mL, 9.82 mmol), previously dissolved in 15 mL of dry dichloromethane, were added under a nitrogen atmosphere to a solution of (4-iodo-phenoxy)-trimethylsilane 17 (2.39 g, 8.18 mmol) in 15 mL of CH2Cl2 kept at room temperature. After 12 h the reaction mixture was washed with saturated aqueous bicarbonate 50 mL¡Á3 and brine 50 mL¡Á2 and dried over anhydrous Na2SO4. Evaporation of the solvent at reduced pressure gave the crude product that was purified by column chromatography over silica gel, using a mixture of petroleum ether/ethyl acetate 6:4 as eluent obtaining 10a as a white solid (3.65 g, 81% yield). (Found: C, 43.61, H, 4.20. C20H23IO10 requires C, 43.65, H, 4.21); Rf (petroleum ether/ethyl acetate 6:4) 0.49; mp 144-145 C (methanol). deltaH (CDCl3, 400 MHz): 1.99 (3H, s, CH3), 2.00 (3H, s, CH3), 2.01 (3H, s, CH3), 2.03 (3H, s, CH3), 3.78-3.86 (1H, m, CH), 4.12 (1H, dd, J 12.3, 2.4 Hz, CH2), 4.24 (1H, dd, J 12.3, 5.4 Hz, CH2), 5.00 (1H, d, J 7.6 Hz, anomeric CH), 5.11 (1H, t, J 9.6 Hz, CH), 5.18-5.29 (2H, m, 2CH), 6.70-6.75 (2H, app d, J 9.0 Hz, Ph), 7.52-7.57 (2H, app d, J 9.0 Hz, Ph). deltaC (CDCl3, 100 MHz) 20.5 (CH3), 20.6 (2CH3), 20.8 (CH3), 61.8 (CH2), 68.1 (CH, glucose ring), 71.0 (CH, glucose ring), 72.0 (CH, glucose ring), 72.5 (CH, glucose ring), 86.2 (C-I, Ph), 98.9 (anomeric CH), 119.2 (C, Ph), 138.4 (C, Ph), 156.6 (C, Ph), 169.2 (CO), 169.3 (CO), 170.2 (CO), 170.5 (CO). numax/cm-1 (KBr): 818, 1041, 1224 (s, C-O-C), 1432, 1485, 1587, 1750 (s, CO), 2961.

83-87-4 (3R,4S,5R,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate 10293747, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Article; Hassan Omar, Omar; Babudri, Francesco; Farinola, Gianluca M.; Naso, Francesco; Operamolla, Alessandra; Pedone, Adriana; Tetrahedron; vol. 67; 2; (2011); p. 486 – 494;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

127956-11-0, Methyl 4-oxotetrahydro-2H-pyran-3-carboxylate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate 10: 2-Chloromethyl-3, 5, 7, 8-tetrahydro-pyrano[4, 3-d]pyrimidin-4-one A mixture of crude 4-oxo-tetrahydro-pyran-3-carboxylic acid methyl ester (1780 g, 1 1 mol) and NEt3 (830 g, 8.2 mol) in MeOH (3560 mL) was cooled to 0C under N2. A solution of 2-chloro-acetamidine (567 g, 4.4 mol) in 890 mL of MeOH was added dropwise over 50 minutes. The reaction mixture was stirred at 0C for 30 minutes and then at about 20C for 16 hours. LCMS at 215nm and TLC (DCM:MeOH=10:1 ) analysis showed that most of 4-oxo-tetrahydro-pyran-3-carboxylic acid methyl ester was consumed. The mixture was then filtered and concentrated to give black oil, which was subsequently purified by flash column chromatography on silica gel and eluted with DCM to give yellow solid/oil mixture, which was further triturated with MTBE (-1200 mL) and H20: CHsCN: EA=1 :1 :2 (-600 mL) to give the title compound as a white solid (318 g). MS m/z 201.2 (M+H). CHN analysis: calculated (results). C 47.89 (47.95), H 4.52 (4.401 ), N 13.96 (13.76).

127956-11-0, 127956-11-0 Methyl 4-oxotetrahydro-2H-pyran-3-carboxylate 14666555, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; NOVARTIS AG; CHEN, Zhuoliang; CHEUNG, Atwood, Kim; CHIN, Donovan, Noel; FAN, Jianmei; MILLER-MOSLIN, Karen, Marie; SHULTZ, Michael, David; SMITH, Troy, D.; TOMLINSON, Ronald, Charles; TOURE, Bakary-Barry; VISSER, Michael, Scott; WO2013/12723; (2013); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics