Tag: M.W:100-200

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

a) 4-(p-Tosyloxy)tetrahydro-2H-pyran To an ice-cooled solution of tetrahydro-2H-pyran-4-ol (15g, 0.147mol) in dichloromethane (200ml) was added pyridine (36ml, 0.441mol) followed by 4-methylbenzenesulfonyl chloride (56g, 0.294mol), portionwise. The resultant mixture was stirred at room temperature overnight. After this time, the mixture was partitioned between 2N aqueous hydrochloric acid solution and dichloromethane. The aqueous portion was further extracted with dichloromethane and the organic fractions were combined and washed with brine. After drying over sodium sulphate and filtration, the solvent was removed under reduced pressure and the residue purified by column chromatography on silica gel using a gradient elution with diethyl ether:hexane (50:50, by volume) changing to diethyl ether:hexane (100:0, by volume). This produced the title compound as a colourless oil which solidified upon scratching the walls of the flask (30.3g). LRMS m/z = 274.4 (m+ NH4)+ 1H-NMR (CDCl3): delta =1.6-1.9 (m,4H), 2.4 (s,3H), 3.4-3.5 (m,2H), 3.8-3.9 (m,2H), 4.6-4.7 (m,1H), 7.2-7.4 (m,2H), 7.7-7.8 (m,2H)., 2081-44-9

2081-44-9 Tetrahydro-2H-pyran-4-ol 74956, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Pfizer Limited; PFIZER INC.; EP962457; (1999); 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.25637-16-5,4-Bromotetrahydropyran,as a common compound, the synthetic route is as follows.

Compound 10-rac (100 mg, 0.28 mmol) and 37 4-bromotetrahydropyran (94 mg, 0.56 mmol) were dissolved in 5mL 31 DMF, and then the solution was added with 25 K2CO3 (78 mg, 0.56 mmol) and reacted at 90C for 40 h. After the reaction finished, the mixture was poured into water and extracted with EtOAc (40 mL¡Á3). The ethyl acetate layers were combined and washed with water and saturated salt solution, then dried over anhydrous sodium sulfate and filtered, and the filtrate was vacuum concentrated to give a crude product, which was purified by a preparation plate to give Compound 3a-rac (65 mg, 56.1% yield)., 25637-16-5

25637-16-5 4-Bromotetrahydropyran 13349654, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Ginkgo Pharma Co., Ltd.; CHEN, Li; ZHAI, Peibin; SHAO, Qing; WU, Jin; LI, Xiaowen; (46 pag.)EP3492467; (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.388109-26-0,Ethyl 3-oxotetrahydro-2H-pyran-4-carboxylate,as a common compound, the synthetic route is as follows.

O1 161 Step 1: i?o a solution of eth I 3-oxotetrahvdro2i 1.p ran-4-?carhoxvlate (1 0 g, 5.8mmo )in 1X?M (30 mu was added D1PI.A 1 .22 ml., 6.97 mmcl) and FfO (1 08 ml., 6.39mmoi at 78 C. then it us warmed up to room temperature and stirred at roomtemepemature fhr 2 h, the o1ution as diluted with DCM, ashcd with Sat. aH(O, brine.dried and concentated to give eih3 I 5?1((trifluoronieth l)sulton I oxy).?3,6?dih dio-21 lp mam4-cai boxy late as crude product (2 ,

388109-26-0, As the paragraph descriping shows that 388109-26-0 is playing an increasingly important role.

Reference£º
Patent; GLOBAL BLOOD THERAPEUTICS, INC.; METCALF, Brian W.; WO2015/116061; (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.220641-87-2,N-Methyltetrahydro-2H-pyran-4-amine,as a common compound, the synthetic route is as follows.

To a solution of A2 (100 mg, 0.3 12 mmol) in DCM (4 mL) was added TEA (156 mg, 1.55 mmol) and HATU (112 mg, 0.468 mmol) at 25 C. After stirring at 25 C for 30 minutes, N-methyltetrahydro-2H- pyran-4-amine (57.4 mg, 0.499 mmol) was added. The mixture was stirred at 25 C for 16 hrs, quenchedwith water (4 mL) and extracted with DCM (2 x 4 mL). The organic layers were washed with brine (2 x5 mL), dried over Na2SO4 , filtered, concentrated in vacuo to give a crude product, which was purifiedby silica gel chromatography eluted with PE/EtOAc = 3/1 to afford the desired compound. Thecompound was lyophilized to give a solid (80 mg) that was further re-crystallized (85 C) from MeCN(2 mL) and water (20 mL) to give Compound 10 (66 mg, 51%) as a solid.1H NMR (400 MHz, CDCl3) delta 4.85-4.70 (m, 0.5H), 4.15-3.95 (m, 2H), 3.55-3.40 (m, 1.5H), 2.90-2.70 (m, 3H), 2.69-2.60 (m, 1H), 2.35-2.20 (m, 1H), 1.90-1.60 (m, 1OH), 1.59-1.16 (m, 18H),1.15-1.00 (m, 3H), 0.72 (s, 3H).LCMS Rt = 1.005 min in 2.0 mm chromatography, 30-90 AB, purity 100%, MS ESI calcd. for C26H44N03 [M+Hf?418, found 418.

220641-87-2, 220641-87-2 N-Methyltetrahydro-2H-pyran-4-amine 6991950, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; SAGE THERAPEUTICS, INC.; ROBICHAUD, Albert, J.; MARTINEZ BOTELLA, Gabriel; HARRISON, Boyd, L.; SALITURO, Francesco, G.; GRIFFIN, Andrew; BLANCO-PILLADO, Maria, Jesus; (296 pag.)WO2018/13613; (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.185815-59-2,4-Isobutyldihydro-2H-pyran-2,6(3H)-dione,as a common compound, the synthetic route is as follows.

185815-59-2, Example 4: Preparation of C3R)-5-methyl-3-(‘2-oxo-2(r(lRVl-phenylethvnamino>ethv? hexanoic acid compound (24); [0078] A three-necked flask equipped with an addition funnel, thermometer pocket, drying tube and a mechanical stirrer), was charged with tert-butyl methyl ether (100 ml), (R)-(+)-phenylethylamine (43.05 g, 0.355 mole) and 4-dimethylaminopyridine (0.258 g, 0.0021 mole). The mixture was cooled to a temperature of 0-5C, followed by addition of a solution of 3-isobutyl glutaric anhydride (40 g, 0.235 mole) in tert-butyl methyl ether (100 ml), over a period of 15-20 minutes, and stirring for additional 1.5-2 hours, at a temperature of 0-5C. The mixture was then extracted with 5 percent aqueous solution of NaHCO3 solution (700 ml), and the aqueous phase was washed with tert-butyl methyl ether (1 x 100 ml). The pH of the aqueous phase was adjusted to 2-2.5 by adding a 1-12N solution of hydrochloric acid. The aqueous phase was further extracted with ethyl acetate (I x 200 ml), followed by drying the combined ethyl acetates extracts over anhydrous sodium sulfate, and stripping off the solvents, to obtain a residue. The residue was crystallized from ethyl acetate and toluene mixture to get 44.5 g (70 percent yield) of a white solid of (3R)-5- EPO memyl-3-(2-oxo-2-{[(lR)-l-phenylethyl]amiho}ethyl)hexanoic acid with an optical purity of 99.19 percent, as measured by chiral HPLC.

As the paragraph descriping shows that 185815-59-2 is playing an increasingly important role.

Reference£º
Patent; TEVA PHARMACEUTICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.; WO2007/35789; (2007); A1;,
Tetrahydropyran – Wikipedia
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

2.0 mmol of the compound 5-hydroxy-2,3-dihydro-[1,4]dioxane[2,3-f]quinazolin-10(7H)-one represented by the formula (8) was dissolved in 15 ml of DMF. Add potassium carbonate (550 mg, 4.0 mmol) at room temperature for half an hour, slowly add 3.0 mmol of 4-chlorotetrahydro-2H-pyran to the system, heat to 80 C, react for 6-8 h, and check the progress of the reaction by TLC. After the completion of the reaction, the mixture was poured into 30 ml of ice water and suction filtered to give 5-((tetrahydro-2H-pyran-4-yl)oxy)-2,3-dihydro-[1,4]dioxane [2,3-f]quinazolin-10(7H)-one, yield: 75%., 1768-64-5

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

Reference£º
Patent; Beijing University of Technology; Hu Liming; Fan Haoru; Wei Dengshuai; Zeng Chengchu; (19 pag.)CN109776551; (2019); 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.137052-08-5,1-(Tetrahydro-2H-pyran-4-yl)ethanone,as a common compound, the synthetic route is as follows.

137052-08-5, Under nitrogen protection,(R) -MeCBS (718.3 mL, 1 M solution in toluene) was added to a solution of borane dimethyl sulfide (718.3 mL, 7.183 mol) in tetrahydrofuran (4.6 L) at -10 to 0 C.Maintain low temperature conditions,Compound 15 (920 g, 7.183 mol) was added dropwise to the reaction system.After completion of the dropwise addition,The reaction system was stirred at 0 to 5 C for 10 minutes.(2N, 4L) was added slowly at -5 to 0 C to quench the reaction,After stirring for 6 hours, sodium chloride was added until saturation,Methyl tert-butyl ether (2 L) was added and stirred for 5 minutes,The filter cake was rinsed with methyl tert-butyl ether (2 L).The filtrate was allowed to stand,The aqueous phase was extracted with methyl tert-butyl ether until the desired product was not detected in the aqueous phase.The organic phases were combined,And washed with saturated brine (5 L)Dried over anhydrous sodium sulfate,Concentration by filtration afforded crude compound 16 (846 g) as a pale yellow oil,Without further purification,Can be directly used for the next reaction,e.e. value of the compound 16 of Example 10 derived by the reaction was carried out by.

As the paragraph descriping shows that 137052-08-5 is playing an increasingly important role.

Reference£º
Patent; Medchemexpress China Co., Ltd.; Wang, Guangyong; Li, Chaoping; Zhou, Zhiguo; Gao, Qiang; Zheng, Baofu; (12 pag.)CN105669647; (2016); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

137052-08-5, 1-(Tetrahydro-2H-pyran-4-yl)ethanone is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate 179: N-(4-methoxybenzyl)-1-(tetrahydro-2H-pyran-4-yl)ethanamine To a stirred solution of 1-(tetrahydro-2H-pyran-4-yl)ethanone (3.2 g, 24.97 mmol) in DCM) (50 mL was added (4-methoxyphenyl)methanamine (6.87 g, 50.1 mmol). The resulting yellow solution was stirred for 4.5 h and sodium triacetoxyborohydride (10 g, 48.6 mmol) added. The white suspension was stirred. The reaction mixture was partitioned between DCM and aq. sat. NaHCO3. The organic layer was removed and the aqueous extracted 3 times with DCM. The combined organic phases were passed through a hydrophobic frit and concentrated in vacuo to give a yellow oil. The oil was dissolved in DCM, purified by silica gel chromatography eluting with EtOAc:EtOH (7.5 – 25%) and evaporated in vacuo to give the title compound as a yellow oil. The total yield of the reaction was 80%. LCMS (System A): tRET = 1.27 min, MH+ = 366.

137052-08-5, The synthetic route of 137052-08-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; BIT, Rino Antonio; BROWN, John Alexander; HUMPHREYS, Philip G.; JONES, Katherine Louise; (240 pag.)WO2016/146738; (2016); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

85064-61-5, Tetrahydropyranyl-4-acetic acid is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a suspension of 0.55 g of LiAlH4 (13.9 mmol) in THF (10 mL) is added dropwise a solution of 2 g (13.9 mmol) of Compound 17 in THF (10 mL) under nitrogen atmosphere. Upon complete addition, the reaction is stirred at room temperature for 18 h. The reaction is cooled in an ice-bath and quenched with addition of 1M aqueous NH4Cl solution (2 mL). The resulting precipitate is removed by filtration through Celite and is rinsed with ethyl acetate (3¡Á100 mL). The filtrate is dried over Na2SO4, filtered and concentrated under reduced pressure to afford 1.63 g of Compound 18 as a colorless oil. Yield: 90%; ES-MS m/z 131 [M+H]; 1H-NMR (500 MHz, CHLOROFORM-d) delta ppm 1.29 (2H, qd, J=12.08, 4.04 Hz), 1.50 (2H, qd, J=6.71, 1.37 Hz), 1.55-1.73 (3H, m), 1.95-2.07 (1H, m), 3.37 (2H, t, J=11.83 Hz), 3.66 (2H, t, J=6.03 Hz), 3.92 (2H, dd, J=11.44, 4.12 Hz)., 85064-61-5

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

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/71196; (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.65412-03-5,4-(2-Aminoethyl)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

A mixture of 2- (5-amino-2- (furan-2-yl) -7H-pyrazolo [4, 3-e] [1, 2, 4] triazolo [1, 5-c] pyrimidin-7-yl) -2-phenylpropanoic acid (100 mg, 0.2570 mmol) , 2- (tetrahydro-2H-pyran-4- yl) ethan-1-amine (40 mg, 0.3085 mmol) , HATU (146 mg, 0.3856 mmol) , DIPEA (99 mg, 0.7712 mmol) in DMF (3 mL) was stirred at rt for 3 hours. The reaction mixture was poured into H 2O (10 mL) and extracted with EtOAc (15 mL x 3) . The combined organic layers were washed with brine, dried over Na 2SO 4, concentrated and purified by column chromatography (DCM/MeOH=40: 110: 1) to give the product (62 mg, 48.2%) . 1HNMR (400 MHz, DMSO-d6) delta 8.24 (s, 1H) , 8.00 (s, 2H) , 7.95 (d, J = 0.9 Hz, 1H) , 7.53 (t, J = 5.6 Hz, 1H) , 7.34 -7.20 (m, 4H) , 7.15 (dd, J = 8.0, 1.4 Hz, 2H) , 6.74 (dd, J = 3.4, 1.8 Hz, 1H) , 3.76 -3.66 (m, 2H) , 3.15 (q, J = 6.6 Hz, 2H) , 3.04 (dd, J = 23.4, 11.6 Hz, 2H) , 2.28 (s, 3H) , 1.51 -1.39 (m, 2H) , 1.37 -1.27 (m, 2H) , 1.26 -1.17 (m, 1H) , 1.02 (ddd, J = 23.9, 12.0, 4.2 Hz, 2H) . MS: M/e 501 (M+1) +., 65412-03-5

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

Reference£º
Patent; BEIGENE, LTD.; ZHANG, Guoliang; ZHOU, Changyou; (152 pag.)WO2019/196803; (2019); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics