Tag: M.W:100-200

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

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

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

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

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

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

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

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.

5-Benzyloxymethyl isoxazole-3-carboxylic acid (0.35 g, 1.5 mmol), 2- (Tetrahydropyran-4-yl) ethylamine (0.23 g, 1.8 mmol) And 1-hydroxybenzotriazole (0.02 g, 0.15 mmol) Was added to chloroform (amylene added product) (7.5 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.35 g, 1.8 mmol) was added at room temperature, After stirring overnight, And concentrated under reduced pressure. Dilute hydrochloric acid was added to the concentrate, Extracted twice with ethyl acetate. The organic layer was washed with saturated brine, After drying over anhydrous sodium sulfate, it was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, Represented by the following equation N- [2- (tetrahydropyran-4-yl) ethyl] -5-benzyloxymethyl isoxazole-3-carboxamide (Hereinafter referred to as amide compound (18)) 0.43 g., 65412-03-5

65412-03-5 4-(2-Aminoethyl)tetrahydro-2H-pyran 2773198, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; SUMITOMO CHEMICAL COMPANY LIMITED; SUMITA, YUSUKE; (264 pag.)JP2015/51963; (2015); 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.

General procedure: To a solution of intermediate7(0.5 mmol)inDMFwere added carbon disulfide (0.30 mL, 5.0 mmol) and finely powdered potassium phosphate (0.21 g, 1.0 mmol). After stirring at rt for 30 min, the appropriate benzyl bromide, cyclohexyl bromide, or chloromethylpyridine hydrochloride(0.5 mmol)was added and stirring was continued for 2 h. The mixture was poured into ice-water (40 mL), and the solution was extracted with dichloromethane(15 mL ¡Á 3). The combined extracts were washed with saturated brine and dried overanhydrous sodium sulfate overnight. After evaporation of the solvent, the crude productwas purified by column chromatography using dichloromethane/methanol (95:5, v/v) as eluent to give final compounds 8a-q.

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

Reference£º
Article; Zhang, Ying; Yang, Chao-Rui; Tang, Xue; Cao, Sheng-Li; Ren, Ting-Ting; Gao, Man; Liao, Ji; Xu, Xingzhi; Bioorganic and Medicinal Chemistry Letters; vol. 26; 19; (2016); p. 4666 – 4670;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

5631-96-9, 2-(2-Chloroethoxy)tetrahydro-2H-pyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5631-96-9, a 3-Oxa-tridecan-1-ol 44.88 g (800 mmol) of fine powdered potassium hydroxide is added to 32.93 g (200 mmol) of the tetrahydropyranyl ether of 2-chloroethanol, 1 g (3.6 mmol) of tetrabutylammonium chloride and 20 g (126.36 mmol) of decan-1-ol in 300 ml of toluene, and it is refluxed for 24 hours. Solid is filtered out, and the filtrate is evaporated to the dry state. 500 ml of ethanol/50 ml of 10% aqueous hydrochloric acid are added to the residue (oil) that is thus obtained, and it is stirred for one hour at room temperature. It is evaporated to the dry state in a vacuum, and the residue is chromatographed on silica gel (mobile solvent: hexane/acetone=20:1). Yield; 21.73 g (85% of theory) of a colorless oil Elementary analysis: Cld: C 71.23 H 12.95; Fnd: C 71.05 H 13.10;

5631-96-9 2-(2-Chloroethoxy)tetrahydro-2H-pyran 254951, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Schering Aktiengesellschaft; US6083479; (2000); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics