Tag: M.W:100-200

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

To a room temperature mixture of NaH (60% in hexane, 10.0 g, 250 mmol) in THF (300 mL) were added tetrahydropyran-4-one 1 (10.0 g, 100 mmol) and dimethylcarbonate (21 mL, 250 mmol). Then the mixture was heated to 45C overnight. The final mixture was poured into 0.0 IN HC1 and Et20, filtered over celite, the separated organic layer was dried over anhydrous sodium sulfate and the residue was purified over silica gel (petroleum ether/ethyl acetate =50: 1) to give the desired product 2 (7.8 g, 49% yield). 1H-NMR (300 MHz, CDCls) delta: 4.23 (m, 1H), 3.84 (t, 2H), 3.77 (m, 2H), 3.75 (s, 3H), 2.39 (m, 2H)., 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; ZHOU, Han-Jie; PARLATI, Francesco; WUSTROW, David; WO2014/15291; (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.2081-44-9,Tetrahydro-2H-pyran-4-ol,as a common compound, the synthetic route is as follows.

To a -10 C solution of tetrahydro-2H-pyran-4-ol (3.54 g, 34.66 mmol), triethylamine (4.65 g, 45.95 mmol) in DCM (100 mL) was added MsC1 (4.61 g, 40.24 mmol) dropwise. Afterstirring for 30 mm, the reaction mixture was diluted with water (100 mL), extracted with DCM (100 mL, 50 mL). The combined organic layers were washed with brine (1 x 50 mL), dried over anhydrous Na2504, filtered and concentrated under reduced pressure to give tetrahydro-2H-pyran-4-yl methanesulfonate (6.74 g). MS: m/z 181 (M+H) ., 2081-44-9

As the paragraph descriping shows that 2081-44-9 is playing an increasingly important role.

Reference£º
Patent; JACOBIO PHARMACEUTICALS CO., LTD.; JACOBIO-ALPHA PHARMACEUTICALS CO., LTD.; MA, Cunbo; GAO, Panliang; HU, Shaojing; XU, Zilong; HAN, Huifeng; WU, Xinping; KANG, Di; LONG, Wei; (202 pag.)WO2018/172984; (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.25637-16-5,4-Bromotetrahydropyran,as a common compound, the synthetic route is as follows.

234b) Ethyl 1 -(2,-fluoro-3′-((tetrahydro-2H-pyran-4-yl)oxy)-[1 ,1 ‘-biphenyl]-3-yl)-5-(2- (1 -methyl-1 H-1 ,2,3-triazol-4-yl)cyclopropyl)-1 H-pyrazole-4-carboxylate To a solution of ethyl 1 -(2′-fluoro-3’-hydroxy-[1 ,1 ‘-biphenyl]-3-yl)-5-(2-(1 -methyl-1 H-1 ,2,3- triazol-4-yl)cyclopropyl)-1 H-pyrazole-4-carboxylate (450 mg, 1 .006 mmol) in N,N- dimethylformamide (DMF) (5 mL) was added Cs2C03 (655 mg, 2.01 1 mmol) and 4- bromotetrahydro-2H-pyran (232 mg, 1 .408 mmol). It was heated in Microwave at 120 C for 2 h. The reaction mixture was diluted with water and extracted with ethyl acetate (2 x 30 mL). The combined organic layer was washed with chilled water (3 x 30 mL) and then brine solution (30 mL), dried over anhydrous Na2S04 and concentrated. The crude residue was purified by column chromatography eluting with 1 % methanol in DCM. Desired fractions were concentrated to give the title compound (200 mg, 0.217 mmol, 21 .58 % yield). LC-MS m/z 532.23 (M+H)+, 2.36 min (ret. time)., 25637-16-5

As the paragraph descriping shows that 25637-16-5 is playing an increasingly important role.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ASTEX THERAPEUTICS LIMITED; CALLAHAN, James Francis; KERNS, Jeffrey K.; LI, Peng; LI, Tindy; MCCLELAND, Brent W.; NIE, Hong; PERO, Joseph E.; DAVIES, Thomas Glanmor; GRAZIA CARR, Maria; GRIFFITHS-JONES, Charlotte Mary; HEIGHTMAN, Thomas Daniel; NORTON, David; VERDONK, Marinus Leendert; WOOLFORD, Alison Jo-Anne; WILLEMS, Hendrika Maria Gerarda; (664 pag.)WO2017/60854; (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.5631-96-9,2-(2-Chloroethoxy)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

5631-96-9, 2-(2-Chloroethoxy)tetrahydro-2H-pyran (148 g, 0.9 mol) was added to a mixture of aqueous sodium hydroxide solution (50 %, 888 ml), tetra-n-butylammonium hydrogen sulfate (305 g, 0.90 mol) and benzene (1480 ml) and the mixture was stirred at 600 C. After approx. 6 h, there was no more conversion (there was always starting material left). Diethyl ether (2 I) and water (2 I) were added and the phases were separated. The organic layer was washed with water (1 I) and the combined aqueous phases were extracted once with diethyl ether (1 I). The combined ethereal layers were dried over magnesium sulfate, and distilled with a vigreux column, first at normal pressure (most of the solvent – diethyl ether and benzene – was distilled off), then under reduced pressure, affording three fractions containing 2-(vinyloxy)tetrahydro-2/-/-pyran: F1 : 16 g (60mbar, 65 0C, 65 % product (+ benzene, 1H NMR) F2: 56 g (60mbar, 95 0C, 90 % product (+ tributylamine, 1H NMR) F3: 19 g (60-40mbar, 95 0C, 80 % product (+ tributylamine, 1H NMR)

As the paragraph descriping shows that 5631-96-9 is playing an increasingly important role.

Reference£º
Patent; NYCOMED GMBH; WO2008/95912; (2008); A2;,
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.4295-99-2,4-Cyanotetrahydro-4H-pyran,as a common compound, the synthetic route is as follows.,4295-99-2

C-(4-Methyltetrahydropyran-4-yl)methylamine A mixture of tetrahydropyran-4-carbonitrile (5.00 g) and THF (50 ml) was admixed at 0 C. with lithium hexamethyldisilazide (1 M, 63 ml) and, after 90 minutes, methyl iodide (4.26 ml) was added dropwise with good cooling. After 12 hours, the reaction mixture was partitioned between water and ethyl acetate. The organic phase was dried over sodium sulfate and concentrated. The residue was dissolved in THF (200 ml), and lithium aluminum hydride (3.79 g) was added. The mixture was boiled at reflux for 6 hours. Water (3.8 ml) and then sodium hydroxide solution (40%; 3.8 ml) were cautiously added dropwise to the cooled suspension. The precipitate was filtered off and the filtrate was concentrated. This afforded the product with the molecular weight of 129.20 (C7H15NO); MS (ESI): 130 (M+H+).

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

Reference£º
Patent; SANOFI; US2012/22039; (2012); 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.,85064-61-5

General procedure: To (1 S, 1 ‘S)-l , 1 ‘-(5,5’-([ 1, 1 ‘-biphenyl]-4,4’-diyl)bis(lH-imidazole-5,2- diyl))bis(2,2-dimethylpropan- 1 -amine) tetrahydrochloride (75 mg, 0.124 mmol) was added 3-hydroxy-2,2,3-trimethylbutanoic acid (38.2 mg, 0.261 mmol) in DMF (3 mL) followed by DIPEA (0.174 mL, 0.996 mmol) at 0 ¡ãC. Then HATU (97 mg, 0.255 mmol) was added and stirred from 0 ¡ãC to RT for 6 h. The crude was dissolved in EtOAc (50 mL), washed with saturated NH4C1 (25 mL), 10percent NaHC03(25 mL), brine (25 mL), dried over Na2S04and concentrated under reduced pressure. The crude material was purified by reverse phase HPLC (ACN/water/TFA) to getTFA salt of Example B-69 (30 mg) as a white solid. HPLC (Condition B-1 and B-2): > 97percent homogeneity index. LC/MS (Condition B-12): Rt= 2.13 min.XH NMR (MeOD, 5 = 3.34 ppm, 400 MHz): delta 7.92-7.85 (m, 10 H), 4.94 (s, 2 H), 1.28 (s, 18 H), 1.16 (s, 12 H), 1.15 (s, 12 H). LC/MS: Anal. Calcd. for [M+H]+C42H61N604: 713.47; found 713.3

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

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; HEWAWASAM, Piyasena; LOPEZ, Omar D.; TU, Yong; WANG, Alan Xiangdong; XU, Ningning; KADOW, John F.; MEANWELL, Nicholas A.; GUPTA, Samayamunthula Venkata Satya Arun Kumar; KUMAR, Indasi J. Gopi; PUNUGUPATI, Suresh Kumar; BELEMA, Makonen; WO2015/5901; (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.14774-37-9,Tetrahydropyran-4-methanol,as a common compound, the synthetic route is as follows.

To a solution of 57 (8.12g, 10mmol) and N-bromobutanimide (NBS) (13.71g, 248mmol) in 130 DCM (400mL) was added PPh3 (20.17g, 248mmol) at 0C. The reaction mixture was stirred at room temperature for 1-2h. The resulting mixture was washed with water (20mL) and brine (3¡Á20mL). The organic layer was concentrated and the residue was purified by silica gel flash chromatography (eluting with ethyl acetate in petroleum ether 2-5%) to give the product58 as a colorless oil (6.2g, yield=49%). 1H NMR (400MHz, CDCl3) delta 3.98 (dd, J=11.2Hz, 4.4Hz, 2H), 3.37 (td, J=12.0Hz, 1.6Hz, 2H), 3.28 (d, J=6.4Hz, 2H), 1.91-1.84 (m, 1H), 1.76 (d, J=13.2Hz, 2H), 1.35 (qd, J=12.4Hz, 4.4Hz, 2H); LC/MS (ESI, m/z) 179.01 [M+H]

14774-37-9, The synthetic route of 14774-37-9 has been constantly updated, and we look forward to future research findings.

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

4295-99-2, 4-Cyanotetrahydro-4H-pyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Comparative example 1 (Synthesis of 4-aminomethyltetrahydropyran) In an autoclave made of stainless equipped with a stirring device, a thermometer and a pressure gauge and having an inner volume of 200 ml were charged 10.0 g (90.0 mmol) of 4-cyanotetrahydropyran, 100 ml of methanol and 2.0 g (17.0 mmol in terms of a nickel atom) of developed Raney nickel (available from Nikki Chemical Co., Ltd.; sponge nickel N154D), and the mixture was reacted under hydrogen atmosphere (0.51 to 0.61 MPa) at 50 to 60C for 5 hours under stirring. After completion of the reaction, insoluble materials were filtered, the filtered material was washed with 30 ml of methanol, and the filtrate and the washed solution were combined. When this solution was analyzed by gas chromatography (Internal standard method), 7.19 g (Reaction yield: 52.7%) of the 4-aminomethyltetrahydropyran was found to be formed. Incidentally, 4.28 g of bis(4-tetrahydropyranylmethyl)amine which is a by-product was formed.

4295-99-2, The synthetic route of 4295-99-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Ube Industries, Ltd.; EP1671937; (2006); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

85064-61-5,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.

Dissolve the (+) product of Preparative Example 6, Step B, (0.1 g, 0.212 mmol) in 5 mL of DMF, stir at room temperature and add 0.043 g (0.424 mmol) of 4-methylmorpholine, 0.053 g (0.0276 mmol) of DEC, 0.037 g (0.276 mmol) of HOBT and 0.0397 g (0.276 mmole) of the product of Preparative Example 32. Stir the mixture at room temperature for 18 hours, then concentrate in vacuo to a residue and partition between methylene chloride and water. Wash the organic phase with aqueous sodium bicarbonate solution then brine. Dry the organic phase over magnesium sulfate, filter and concentrate in vacuo to a residue. Chromatograph the residue on a silica gel plate, eluting with methylene chloride – methanol (96percent – 4percent) to yield the product (0.13g) as a white solid. M.p. = 83.2-88.7¡ãC, Mass Spec.: MH+ = 597. [a]D23.2¡ãC = +55.5¡ã, c=0.2, methylene chloride.

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

Reference£º
Patent; SCHERING CORPORATION; EP1019398; (2004); B1;,
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.

Step 1: To 4-bromotetrahydro-2H-pyran (10 g) in round bottom flask was added 10 N NaOH (15 ml). After heated at 90 C for 24 h, the aqueous layer was separated out leaving 3,6- dihydro-2H-pyran as the crude material.

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

Reference£º
Patent; PORTOLA PHARMACEUTICALS, INC.; JIA, Zhaozhong J.; KANE, Brian; XU, Qing; BAUER, Shawn M.; SONG, Yonghong; PANDEY, Anjali; DICK, Ryan; WO2013/78468; (2013); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics