With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.29943-42-8,Dihydro-2H-pyran-4(3H)-one,as a common compound, the synthetic route is as follows.
[0521] To the mixture of tetrahydro-4H-pyran-4-one (15.00 g, 149.82 mmol), dimethyl carbonate (33.74 g, 374.55 mmol) in THF (300.00 mL) was added NaH (14.98 g, 374.55 mmol, 60% purity) by protions at 0 C. The mixture was stirred under N2 at 0 C for 30 min, then at 15 C for 30 min. Then the mixture was warmed to 45 C and stirred for 15 h. TLC (petroleum ether/EtOAc=3: 1, Rf=0.6) showed one new main spot. The reaction mixture was poured into the mixture of icy 1 N HCl (600 mL) and extracted with EtOAc (600 mLx3). The combined organic layers were washed with brine (800 mLx2), dried over Na2S04, filtered and concentrated under reduced pressure to give a residue. The residue was purified by column chromatography (Si02, petroleum ether/EtOAc=l :0 to 10: 1) to afford the title compound (7.75 g 33%) as colorless oil. 1H NMR (400 MHz, DMSO-i/6) delta 11.78 (s, 1H), 4.14-4.10 (m, 1H), 4.07-3.95 (m, 1H), 3.86 (t, J = 5.6 Hz, 2H), 3.78-3.77 (m, 3H), 2.40 (t, J= 5.6 Hz, 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; KADMON CORPORATION, LLC; OLSZEWSKI, Kellen; KIM, Ji-In; POYUROVSKY, Masha; LIU, Kevin; BARSOTTI, Anthony; MORRIS, Koi; (344 pag.)WO2016/210330; (2016); A1;,
Tetrahydropyran – Wikipedia
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