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
Combine selenium dioxide (181.80 g, 1.64 mol), 1,4-dioxane (630 mL), acetic acid (31.5 mL, 0.67 eq), and water (31.5 mL). Heat to 90 C and add 1-(tetrahydro-pyran-4-yl)-ethanone (105.0 g, 1.0 eq) dropwise. Stir at 90 C overnight. After cooling, filter through a plug of silica/Celite and wash with tetrahydrofuran (2.5 L). Dry the organics over anhydrous magnesium sulfate, filter, and concentrate in vacuo. Dissolve the crude material in methanol (500 mL) and add to a solution of tert-butyl 4-formylpiperidine-1-carboxylate (174.72 g, 1.0 eq) and ammonium acetate (315.74 g, 5.0 eq) in methanol (1.45 L) at 0 C. Stir overnight. Filter through silica/Celite and wash with ethyl acetate and methanol. Concentrate the filtrate in vacuo. Dilute with methyl tert-butyl ether (400 mL) and water (400 mL), then adjust the pH to 2 by addition of aqueous 85% phosphoric acid. Separate the layers and wash the aqueous phase with methyl tert-butyl ether (200 mL). Basify the resulting aqueous phase with solid sodium carbonate to pH 10 and extract with ethyl acetate (3 x 200 mL). Wash the organics with saturated aqueous sodium chloride. Dry the organics over anhydrous magnesium sulfate, filter, and concentrate in vacuo to afford title compound 19c, tert-butyl 4-(4-(tetrahydro-2H-pyran-4-yl)-1H-imidazol-2-yl)piperidine-1-carboxylate (105.1 g, 38%). MS (ES) m/z = 336 [M]+, 1H NMR (300.16 MHz, CDCl3): 6.63 (s, 1H), 4.26-4.11 (m, 2H), 4.07-4.00 (m, 2H), 3.51 (td, J=11.7, 1.8 Hz, 2H), 2.95-2.73 (m, 2H), 2.05-1.87 (m, 3H), 1.79-1.61 (m, 3H), 1.61-1.51 (m, 4H), 1.46 (s, 9H).
137052-08-5, As the paragraph descriping shows that 137052-08-5 is playing an increasingly important role.
Reference£º
Article; Parthasarathy, Saravanan; Henry, Kenneth; Pei, Huaxing; Clayton, Josh; Rempala, Mark; Johns, Deidre; De Frutos, Oscar; Garcia, Pablo; Mateos, Carlos; Pleite, Sehila; Wang, Yong; Stout, Stephanie; Condon, Bradley; Ashok, Sheela; Lu, Zhohai; Ehlhardt, William; Raub, Tom; Lai, Mei; Geeganage, Sandaruwan; Burkholder, Timothy P.; Bioorganic and Medicinal Chemistry Letters; vol. 28; 10; (2018); p. 1887 – 1891;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics