Tag: M.W:200-300

101691-65-0, (Tetrahydro-2H-pyran-4-yl)methyl 4-methylbenzenesulfonate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

CsC03 (313 mg, 0.961 mmol) was added to a solution of ethyl 2-((3-(4-((2′- chloro-4′-hydroxy-[1 ,1 ‘-biphenyl]-3-yl)methoxy)phenyl)oxetan-3-yl)oxy)propanoate (357 mg, 0.739 mmol) in DMF (5 mL) and the reaction mixture was stirred at RT for 10 minutes followed by the addition of (tetrahydro-2H-pyran-4-yl)methyl 4- methylbenzenesulfonate (commercial sources, 200 mg, 0.739 mmol). The reaction mixture was heated at 80 C for 2 hours. After completion of reaction the reaction mixture was quenched with ice-cold water and concentrated. The residue was dissolved in ethylacetate and washed with water. The organic layer was dried over anhydrous sodium sulphate, concentrated and purified by flash chromatography to obtain the title compound as semi solid (266 mg). Yield: 61.93%; 1H NMR (CDCI3, 300 MHz): delta 7.48 (s, 1H), 7.45-7.41 (m, 3H), 7.32-7.24 (m, 3H), 7.02-6.99 (m, 3H), 6.88-6.84 (m, 1H), 5.13 (s, 2H), 5.04 (d, J = 6.6 Hz, 1H), 4.95-4.86 (m, 3H), 4.06- 4.05 (m, 2H), 4.01-3.94 (m, 2H), 3.85-3.77 (m, 3H), 3.50-3.42 (m, 2H), 2.07-2.09 (m, 1H), 1.79-1.75 (m, 2H), 1.50-1.46 (m, 2H),1.32 (d, J= 6.9 Hz, 3H), 1.16 (t, J= 7.2 Hz, 3H); MS (m/z) 603.2 [M+ Na]., 101691-65-0

The synthetic route of 101691-65-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PIRAMAL ENTERPRISES LIMITED; SHARMA, Rajiv; HALDER, Somnath; KUMAR, Sanjay; WO2014/170842; (2014); 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.53911-68-5,4-(4-Chlorophenyl)dihydro-2H-pyran-2,6(3H)-dione,as a common compound, the synthetic route is as follows.

General procedure: To the cold 0.1 M toluene solution of anhydride (10 mmol), alkaloid (1.1 equiv) and alcohol (1.5 equiv) were added. The reaction mixture was stirred until >90% conversion was reached (see Table 3) and the reaction was stopped by the addition of 5% HCl. The organic layer was washed once more with 5% HCl and evaporated. Oily residue was dissolved in 2% K2CO3 and washed successively with EtOAc. Aqueous solution was acidified with HCl to pH 2 and extracted with EtOAc. The organic extracts were dried over Na2SO4 and evaporated in vacuo., 53911-68-5

The synthetic route of 53911-68-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Iv?i?, Trpimir; Novak, Jurica; Do?li?, Nada; Hamer?ak, Zdenko; Tetrahedron; vol. 68; 39; (2012); p. 8311 – 8317;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1240390-36-6,tert-Butyl ((3R,4R)-4-aminotetrahydro-2H-pyran-3-yl)carbamate,as a common compound, the synthetic route is as follows.

4-((3-Chlorophenyl)amino)-2-(methylthio)pyrimidine-5-carboxamide (see Example 41) (100 mg, 0.34 mmol) was dissolved in 5 mL NMP. To it was added MCPBA (70%, 126 mg, 0.51 mmol). The mixture was stirred for 50 m. To it were added DIEA (0.18 mL, 1.02 mmol) and tert-butyl ((3R,4R)-4-aminotetrahydro-2H-pyran-3-yl)carbamate (110 mg, 0.51 mmol). The mixture was stirred at 90C for 4 h. It was diluted with 100 mL EtOAc, washed with IN NaOH and brine, dried, concentrated in vacuo, subjected to flash column to isolate tert-butyl ((3R,4R)- 4-((5-carbamoyl-4-((3-chlorophenyl)amino)pyrimidin-2-yl)amino)tetrahydro-2H-pyran-3- yl)carbamate. It was treated with 1 : 1 TFA and DCM at RT for 1.5 h. The mixture was concentrated and subjected to reverse phase preparative HPLC to isolate the title compound (45 mg). MS found for C16H19C1N602 as (M+H)+ 363.3. UV: lambda=241 nm.

1240390-36-6, 1240390-36-6 tert-Butyl ((3R,4R)-4-aminotetrahydro-2H-pyran-3-yl)carbamate 68077633, aTetrahydropyrans compound, is more and more widely used in various fields.

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;,
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Tetrahydropyran – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.693287-79-5,tert-Butyl 2-(tetrahydro-2H-pyran-4-yl)hydrazinecarboxylate,as a common compound, the synthetic route is as follows.

Intermediate 31: 1,1-Dimethylethyl 2-(2,5-dichloro-4-pyrimidinyl)-2-(tetrahydro-2H-pyran-4-yl)hydrazinecarboxylate. [Show Image] To a solution of Intermediate 26 (3.6 g, 16.8 mmol) in dry EtOH (60 mL), 2,4,5-trichloropyrimidine (ALDRICH, 3.4 g, 18.5 mmol) and DIPEA (FLUKA, 8.5 mL, 50 mmol) were added and the resulting reaction mixture was refluxed for 3h, then stirred at room temperature for 3 days. In order to drive the reaction to completion the reaction mixture was refluxed for further 7h, then stirred at room temperature for 12 h. The mixture was concentrated under reduced pressure and the residue partitioned between DCM and 1M ammonium chloride. The organic layer was treated with brine and dried over anhydrous MgSO4. The residue was purified by flash chromatography (eluent: Hex/AcOEt mixtures 49:1 to 1:1) to give the title compound. 1H NMR (300 MHz, DMSO-d6) delta ppm: 9.80 (s, 1H), 8.28 (s, 1H), 4.75- 4.56 (m, 1H), 3.96- 3.82 (m, 2H), 3.46- 3.31 (m, 2H), 1.82-1.25 (m, 13H)., 693287-79-5

The synthetic route of 693287-79-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXO GROUP; EP1918284; (2008); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

33821-94-2, 2-(3-Bromopropoxy)tetrahydro-2H-pyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 10; 6-[Lambda/-(2,4-Difluorophenyl)-Lambda/-(3-hydroxypropyl)amino]-2,2-dimethyl-1, 2,3,4- tetrahydronaphthalen-1 -one; a) 6-[Lambda/-(2,4-Difluorophenyl)-W-(3-(tetrahydropyran-2-yloxy)propyl)amino]- 2,2-dimethy 1-1 ,2,3,4-tetrahydronaphthalen-1 -one; To a suspension of 6-(2,4-difluorophenylamino)-2,2-dimethyl-1 , 2,3,4- tetrahydronaphthalen-1-one (1.94 g, 6.44 mmol, obtained in example 4) in dry toluene (70 mL), sodium hydride (0.56 g, 55% dispersion in oil, 12.83 mmol) and 15-crown-5 (47 mg, 0.21 mmol) were added under argon and the mixture was stirred at room temperature for 20 min. Then, 3-bromopropanol tetrahydropyranyl EPO ether (1.44 g, 6.44 mmol) was added and the mixture was heated at 90 0C for 4 h. It was allowed to cool and diluted with EtOAc and saturated NaHCO3. The phases were separated and the aqueous phase was reextracted with EtOAc. The combined organic phases were dried over Na2SO4 and the solvent was evaporated to afford the desired compound (quantitative yield). LC-MS (method 1): tR = 11.98 min; m/z = 444.2 [M+H]+., 33821-94-2

33821-94-2 2-(3-Bromopropoxy)tetrahydro-2H-pyran 2777988, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; J. URIACH Y COMPANIA S.A.; WO2007/337; (2007); 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.141095-78-5,2-Bromo-1-(tetrahydro-2H-pyran-4-yl)ethanone,as a common compound, the synthetic route is as follows.

General procedure: Caution alpha-Azido ketones are potentially explosive compounds and should be handled with care. A mixture of alpha-bromo ketone 1a-g (1 equiv) and sodium azide (1.1-1.2 equiv) in MeOH or Me2CO (2.5 ml/mmol) was stirred for 2-17 h and then the solvent was evaporated. The residue was partitioned between water and EtOAc, the organic layer was washed with water, brine, dried over Na2SO4,and evaporated. alpha-Azido ketones 2d,15 2e,16 and 2f17 have been previously reported in literature. alpha-Azido ketones 2a-c, g do not ionize under ESI LCMS mode conditions and are too unstable to obtain elemental analysis., 141095-78-5

141095-78-5 2-Bromo-1-(tetrahydro-2H-pyran-4-yl)ethanone 13197225, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Article; Bobi?eva, Olga; Lo?a, Ein?rs; Chemistry of Heterocyclic Compounds; vol. 54; 11; (2018); p. 1070 – 1074; Khim. Geterotsikl. Soedin.; vol. 54; 11; (2018); p. 1070 – 1074,5;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

1240390-36-6, tert-Butyl ((3R,4R)-4-aminotetrahydro-2H-pyran-3-yl)carbamate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1240390-36-6, Step 2 {(3R,4R)-4-[7-(5-Methyl-4,5-dihydro-pyridin-2-yl)-thieno[3,2-d]pyrimidin-2-ylamino]-tetrahydro-pyran-3-yl}-carbamic acid tert-butyl ester To a solution of 2-chloro-thieno[3,2-d]pyrimidine-7-carboxylic acid (5-methyl-4,5-dihydro-pyridin-2-yl)-amide (0.071 g, 0.233 mmol) and tert-butyl (3R,4R)-4-aminotetrahydro-2H-pyran-3-ylcarbamate (0.0756 g, 0.350 mmol) in dioxane (3 mL) was added diisopropylethylamine (0.122 mL, 0.699 mmol). The reaction mixture was heated at 120 C. overnight. The reaction mixture was cooled and then diluted with dichloromethane, washed with aqueous sodium carbonate, then brine, dried over anhydrous Na2SO4, filtered and concentrated. Purification by chromatography (silica, 40 g, 0 to 50% ethyl acetate in hexanes) gave {(3R,4R)-4-[7-(5-methyl-4,5-dihydro-pyridin-2-yl)-thieno[3,2-d]pyrimidin-2-ylamino]-tetrahydro-pyran-3-yl}-carbamic acid tert-butyl ester (0.047 g, 0.097 mmol, 41.6%) as a yellow solid. LCMS m/z [M+H]=485.

As the paragraph descriping shows that 1240390-36-6 is playing an increasingly important role.

Reference£º
Patent; Hoffmann-La Roche Inc.; Chen, Shaoqing; Hermann, Johannes Cornelius; Le, Nam T.; Lucas, Matthew C.; Padilla, Fernando; US2013/178460; (2013); 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.33821-94-2,2-(3-Bromopropoxy)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

To a mixed solution of 62 (7.25 g, 32.5 mmol) and L12CUCI4 (16.2 mL, 0.1 M solution in THF, 1.62 mmol, 5 mol %) in THF (50 mL) at 0C was slowly added Grignard reagent ((cyclobutylmethyl)magnesium bromide) that5 was made from (bromomethyl)cyclobutane (9.69 g, 65.0 mmol) and grinded magnesium turnings (3.16 g, 130 mmol) in Et20 (50 mL). After the addition completed, stirred at 0C for 30 min and then at RT for 18 hr. The reaction was quenched by NH4Cl at 0C and stirred at RT for 20 min. Then the mixture was treated with hexanes and water. Organic phase was washed by brine, dried over Na2S04, and concentrated to give 63 (6.9 g, 100%) as a colorless oil. ‘H NMR (400 MHz, Chloroform-ri) d 4.57 (dd, J= 4.5, 2.7 Hz, 1H), 3.87 (ddd, .7= 11.1, 7.4, 3.4 Hz, 1H), 3.72 (dt, J = 9.6, 6.9 Hz, 1H), 3.56 – 3.45 (m, 1H), 3.37 (dt, J= 9.6, 6.7 Hz, 1H), 2.24 (dq, J= 15.5, 7.8 Hz, 1H), 2.10 – 1.93 (m,3H), 1.91 – 1.64 (m, 4H), 1.62 – 1.45 (m, 7H), 1.39 (q, J= 7.4 Hz, 2H), 1.25 (tdd, J= 10.0, 7.2, 3.9 Hz, 2H). 13C NMR (101 MHz, Chloroform-ri) d 98.78, 67.65, 62.28,36.79, 36.06, 30.73, 29.70, 28.32 (2C), 25.46, 23.77, 19.66, 18.43.

33821-94-2, 33821-94-2 2-(3-Bromopropoxy)tetrahydro-2H-pyran 2777988, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; TSRL, INC.; LIPKA, Elke D.; SIMON, Eric; WHITE, Andy, D.; HUTCHINGS, Kim, M.; GAN, Xinmin; (0 pag.)WO2020/6050; (2020); 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.31608-22-7,2-(4-Bromobutoxy)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

2-[4-(2,3-Difluorophenoxy)-butoxy]-tetrahydropyran (20) To a solution of 2-(4-bromobutoxy)-tetrahydropyran (18) (1 equi.) and commercially available 2,3-difluorophenol (19) (1 equi.) in DMF (3 mL/mmole), cesium carbonate (1.25 equi.) was added at room temperature. The reaction mixture was stirred at that temperature for 24 h, quenched with water, extracted with ethyl acetate:hexane (1:1), washed with brine, dried over MgSO4, and concentrated in vacuo. Purification by chromatography on silica gel (5% EtOAc/hexanes) and recrystallization from acetonitrile gave 2-[4-(2,3-difluorophenoxy)-butoxy]-tetrahydropyran(20), as a white solid (84%)., 31608-22-7

As the paragraph descriping shows that 31608-22-7 is playing an increasingly important role.

Reference£º
Patent; Wand, Michael; Gough, Neil; Chen, Xin Hua; US2003/17278; (2003); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

101691-94-5, 4-(Iodomethyl)tetrahydro-2H-pyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of crude 9-hydroxy-6-isobutyi- 1 0-methoxy-2-oxo-7H-pyrido [2,1 -a]phthalazine-3-carboxylic acid (60 mg) in DMF (3 mL) was added potassium carbonate (74.2mg, 537 jimol) and 4-(iodomethyl)tetrahydro-2H-pyran (91 mg, 402 iimol), The mixture washeated at 100 C with stirring for 3 hrs, and then cooled to rt, To the above mixture was addedwater (3 mL) and sodium hydroxide (10.7 mg, 268 imol). The resulting mixture was stirred at rtfor 2 hrs, and then acidified with 6 M hydrochloric acid. The mixture was partitioned betweenbrine and DCM, The organic layer was separated and concentrated under reduced pressure. Theresidue was purified by prep-HPLC to give 6-isobutyl- 1 0-rnethoxy-2-oxo-9-(tetrahydropyran-4-ylmethoxy)-7H-pyrido [2,1 -a]phthalazine-3 -carboxylic acid (5 mg), ?H NMR (400MHz, CDC13)oe ppm 8.60 (s, 1H), 7.20 (s, 1H), 7.04 (s, 1H), 6.72 (s, 1H), 4.36 – 4.16 (m, 2H), 4.08 – 4.01 (m,2H), 3.94 (s, 3H), 3.92 (d, 2H), 3.52 – 3.43 (m, 2H), 2.53 (d, 2H), 2.24 – 2.19 (m, 1H), 2.05 – 1.99(m, 1H), 1.69-1.60 (m, 2H), 1.54 – 1.42 (m, 2H), 0.96 (d, 6H). MS obsd. (ESIj [(M+H)]: 443., 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; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHENG, Zhanling; HAN, Xingchun; WANG, Yongguang; YANG, Song; (47 pag.)WO2017/17043; (2017); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics