Tag: M.W:200-300

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.101691-65-0,(Tetrahydro-2H-pyran-4-yl)methyl 4-methylbenzenesulfonate,as a common compound, the synthetic route is as follows.

Step 3: Synthesis of Compound B4Prepared as described by adaptation of the following literature reference:Watson, RJ. et al. Tetrahedron Lett. 2002, 43, 683-685.To a solution of 224 g (0.83 mol) of compound B3 in methyl isobutylketone (1.6 L) are added 189 g (1.66 mol) of potassium thioacetate. The beige suspension is stirred at 70 C for 4.5 h. The reaction mixture is cooled to room temperature and water (1.8 L) is added. The organic layer is washed with 10% aqueous K2CO3 solution (1.8 L) and water (1 L). The organic layer is filtered through celite (20 g), activated charcoal (20 g) and Na2S04 (20 g) and the filtrate is concentrated under reduced pressure. The residual oil is azeotroped with methylcyclohexane (200 mL) and n- heptanes (250 mL) to afford 138 g of compound B4 as a yellow-orange oil (CAUTION: Stench.). Yield: 96%; ES-MS: m/z 175 [M+H]; ]H NMR (400 MHz, CHLOROFORM-d) delta ppm 1.23 – 1.40 (2 H, m), 1.59 – 1.78 (3 H, m), 2.33 (3 H, d, 7=4.16 Hz), 2.82 (2 H, dd, 7=6.24, 3.79 Hz), 3.27- 3.39 (2 H, m), 3.88 – 4.02 (2 H, m)

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; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; RIETHER, Doris; ZINDELL, Renee, M.; ERMANN, Monika; WO2011/109324; (2011); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

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

To a solution of the protected pyrrole 15 (6.0 g, 22.8 mmol) and ammonium chloride (390 mg, 7.3 mmol) in methanol (15 mL) was added magnesium powder (4.4 g, 180 mmol) and the mixture was sonicated for 1 hour. The reaction mixture was slowly quenched with saturated aqueous ammonium chloride (200 mL) and extracted with diethyl ether (3 x 50 mL), dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The crude pyrrole was used immediately without further purification or characterisation. To a solution of the pyrrole (2.3 g, 18.7 mmol), (tetrahydro-2H-pyran-4-yl)methyl 4-methylbenzenesulfonate (6.1g, 22.4 mmol) and tetrabutylammonium bromide (603 mg, 1.9 mmol) in N,N-dimethylformamide (100 mL) at 0 C was added sodium hydride (60% dispersion in mineral oil, 972 mg, 24.3 mmol) and the mixture was immediately warmed to 50 C and stirred for 16 hours. The mixture was cooled to 0 C, quenched with saturated aqueous ammonium chloride (30 mL), diluted with water (200 mL) and extracted with ethyl acetate (3 x 50 mL). The combined organic extracts were washed with water (3 x 100 mL) and aqueous lithium chloride (1 M, 2 x 50 mL), dried over anhydrous magnesium sulfate and concentrated. The crude product was purified by flash column chromatography using ethyl acetate, hexane (1:9) as an eluent to obtain the title compound (2.2 g, 52%) as an orange oil, Rf: 0.36 (1:9 ethyl acetate, hexane); IR (vmax (film)): 2955, 2863, 2842, 1200, 1093, 770 cm-1; 1H NMR (300 MHz, CDCl3): delta 1.24 (9H, s), 1.21-1.42 (2H, m), 1.42-1.58 (2H, m), 1.82-2.02 (1H, m), 3.36 (2H, td, J = 11.8, 2.1 Hz), 3.68 (2H, d, J = 7.2 Hz), 3.89-4.04 (2H, m), 6.06 (1H, s), 6.39 (1H, s), 6.52 (1H, s) ppm; 13C NMR (75 MHz, CDCl3): delta 30.7, 30.9, 32.0, 37.5, 55.8, 67.7, 105.8, 116.2, 120.6, 135.7 ppm; LRMS (-ESI) m/z: 220.4 ([M-H]- 100%)., 101691-65-0

Big data shows that 101691-65-0 is playing an increasingly important role.

Reference£º
Article; Moir, Michael; Boyd, Rochelle; Gunosewoyo, Hendra; Montgomery, Andrew P.; Connor, Mark; Kassiou, Michael; Tetrahedron Letters; vol. 60; 36; (2019);,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics