Tag: 101691-94-5

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.101691-94-5,4-(Iodomethyl)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

In a round bottom flask under argon was placed tetrahydrofuran (50 mL) and 1,1,1,3,3,3-hexamethyldisilazane (3.21 mL, 15.33 mmol) and it was cooled to -78 C. in a dry ice/acetone bath. To this cooled solution was then added n-butyl lithium (2.5 M solution in hexanes, 5.8 mL, 14.38 mmol) and it was stirred for 15 min at -78 C. To this cooled solution was then added a solution of (3,4-dichloro-phenyl)-acetic acid methyl ester (prepared as in PCT WO 2003/095438 A1, Example 1, 3.00 g, 13.69 mmol) in tetrahydrofuran (40 mL) dropwise. This was then stirred for 10 min at -78 C. then at 0 C. for 45 min which resulted in an amber solution. After such time, the reaction was cooled back to -78 C. and a solution of 4-iodomethyl-tetrahydro-pyran (prepared as in PCT WO 2003/095438 A1, Example 20, 3.71 g, 16.43 mmol) in 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (2.5 mL, 20.54 mmol) was added dropwise at -78 C. The reaction was then allowed to slowly warm to 0 C. and it was stirred for 16 h. After such time, the reaction was diluted with ethyl acetate (500 mL) and washed with a saturated aqueous ammonium chloride solution (1¡Á100 mL) followed by a saturated sodium chloride solution wash (1¡Á100 mL). The organics were dried over sodium sulfate, filtered and then concentrated in vacuo. Flash column chromatography (Merck Silica gel 60, 230-400 mesh, 10% ethyl acetate/hexanes to 20% ethyl acetate/hexanes) afforded 2-(3,4-dichloro-phenyl)-3-(tetrahydro-pyran-4-yl)-propionic acid methyl ester (2.26 g, 52%) as a gold viscous oil: 1H NMR(300 MHz, CDCl3) delta ppm 1.22-1.47 (m, 3 H, CH2 and CH of CH2), 1.54-1.75 (m, 3 H, CH2 and CH of CH2), 1.96-2.07 (m, 1 H, CH), 3.25-3.36 (m, 2 H, OCH2), 3.64 (t, J=7.4 Hz, 1 H, ArCH), 3.89-3.97 (m, 2 H, OCH2), 7.15 (dd, Jo=8.3 Hz, Jm=2.0 Hz, 1 H, Ar), 7.37-7.42 (m, 2 H, Ar)., 101691-94-5

101691-94-5 4-(Iodomethyl)tetrahydro-2H-pyran 2795507, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; Berthel, Steven Joseph; Kester, Robert Francis; Murphy, Douglas Eric; Prins, Thomas Jay; Ruebsam, Frank; Sarabu, Ramakanth; Tran, Chinh Viet; Vourloumis, Dionisios; US2008/21032; (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.101691-94-5,4-(Iodomethyl)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

Preparation 6: Triphenyl(tetrahydropyran4-ylmethyl)phosphonium iodide A mixture of Preparation 5 (35Og, 1.55M) and triphenylphosphine (406g, 1.55M) in acetonitrile (1.6L) was heated under reflux. After 27h the mixture was cooled and filtered, washed with diethyl ether and dried in air to provide a white solid (504g). Filtrate and washings were returned to reflux and concentrated to 75OmL, reflux was maintained for 16h before cooling and dilution with diethyl ether (ca 1.2L). A precipitate formed which was stirred for 30min before being filtered, washed with diethyl ether (2 x 30OmL) and dried in air to yield a further crop (10Og). Overall yield of the title compound (604 g, 80%). RT = 2.7min; m/z (ES+) = 361.2., 101691-94-5

101691-94-5 4-(Iodomethyl)tetrahydro-2H-pyran 2795507, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; Prosidion Ltd; WO2007/51845; (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.101691-94-5,4-(Iodomethyl)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

To a stirring suspension of methyl 6-cyclopropyl-2-oxo-1,2-dihydropyridine-4-carboxylate (212 mg, 1.1 mmol) in acetonitrile (5 mL) were added potassium carbonate (455 mg, 3.29 mmol) and 4-(iodomethyl)tetrahydro-2H-pyran (CAS-RN 101691-94-5; 744 mg, 3.29 mmol). The reactionmixture was heated at 80C for 16 h and then evaporated in vacuo. The residue was purified by chromatography (silica gel; heptane-ethyl acetate gradient) to produce the title compound (188 mg, 59%). Colourless oil, MS: 292.2 (M+H).

101691-94-5, As the paragraph descriping shows that 101691-94-5 is playing an increasingly important role.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HERT, Jerome; HUNZIKER, Daniel; MATTEI, Patrizio; RUDOLPH, Markus; SCHMITZ, Petra; ULLMER, Christoph; (59 pag.)WO2017/50747; (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.101691-94-5,4-(Iodomethyl)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

Example 74C N-[(2Z)-5-tert-butyl-3-(tetrahydro-2H-pyran-4-ylmethyl)-1,3-thiazol-2(3H)-ylidene]-5-chloro-2-methoxybenzamide To a solution of Example 74B (1.0 g, 3.1 mmol) in 4:1 N,N-dimethylformamide/tetrahydrofuran (20 mL) were added potassium tert-butoxide (Aldrich, 0.42 g, 3.7 mmol) and 4-(iodomethyl)tetrahydro-2H-pyran (Maybridge, 0.97 g, 4.3 mmol). The reaction mixture was stirred at 80 C. for 16 hours, cooled to room temperature, quenched with saturated aqueous NaHCO3 (20 mL) and extracted with ethyl acetate (3*20 mL). The combined organic extracts were dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography using an Analogix Intelliflash280 (SiO2, 0-100% ethyl acetate in hexanes) to afford the title compound. 1H NMR (300 MHz, dimethylsulfoxide-d6) delta ppm 1.21-1.51 (m, 4H), 1.32 (s, 9H), 2.06-2.35 (m, 1H), 3.20-3.30 (m, 2H), 3.79 (s, 3H), 3.80-3.91 (m, J=9.3, 2.2, 2.0 Hz, 2H), 4.06 (d, J=7.1 Hz, 2H), 7.11 (d, J=8.8 Hz, 1H), 7.30 (s, 1H), 7.45 (dd, J=8.8, 3.1 Hz, 1H), 7.64 (d, J=2.7 Hz, 1H); MS (ESI+) m/z 423 (M+H)+; Anal. Calculated for C21H27ClN2O3S: C, 59.63; H, 6.43; N, 6.62. Found: C, 59.66; H, 6.36; N, 6.56.

101691-94-5, The synthetic route of 101691-94-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ABBOTT LABORATORIES; US2008/242654; (2008); 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

A mixture of tert-butyl 5-(6-cyclopropyl-2-oxo-l,2-dihydropyridine-4-carbonyl)-3,4,5,6- tetrahydropyrrolo[3,4-c]pyrrole-2(lH)-carboxylate (385 mg, 985 muiotaetaomicron), potassium carbonate (272 mg, 1.97 mmol) and 4-(iodomethyl)tetrahydro-2H-pyran (459 mg, 1.97 mmol) in acetonitrile (8 mL) was heated at 90C for 48 h, then partitioned between sat. aq. ammonium chloride solution and ethyl acetate. The organic layer was washed with brine, dried over magnesium sulfate, filtered and evaporated. The residue was chromatographed (silica gel; gradient dichloromethane to dichloromethane/methanol/25% aq. ammonia solution 95:5:0.25) to produce the title compound (390 mg, 84%). White foam, MS: 470.3 (M+H)+.

The synthetic route of 101691-94-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; MATTEI, Patrizio; HERT, Jerome; HUNZIKER, Daniel; RUDOLPH, Markus; SCHMITZ, Petra; DI GIORGIO, Patrick; (87 pag.)WO2017/50792; (2017); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics