With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1197-66-6,2,2,6,6-Tetramethyl-2H-3,5,6-trihydropyran-4-one,as a common compound, the synthetic route is as follows.
To a solution of 2,2,6,6-tetramethyl-tetrahydro-pyran-4-one (3.00 g, 19.20rnmol), p-toluenesulfonylrnethyl isocyanide (4.90 g, 24.96 rnmol), and t-butanol (3.06ml, 32.64 mmol) in 75 ml dimethoxyethane at 0 C was added potassium tbutoxide(5.38 g, 48.01 mrnol) at such a rate that the temperature did not increase15 above 10 C. After addition was cmnplete the mixture was allow to attain RT andthen heated at 35 C overnight. The mixture was then cooled to RT and 50 ml ofdiethyl ether was added and the mixture was filtered. The filtrate was concentratedand redissolved in 50 ml of diethyl ether and filtered to remove the ppt. The filtratewas again concentrated and then dissolved in 50 rnl of 2.25 M KOH and refluxed20 overnight. The mixture was cooled and washed with 2 X 50 ml of DCM. The pH ofthe aqueous layer was then adjusted to 2 with cone HCI and the product extractedwith EtOAc (2 X 50 ml). The organic phase was dried over Na2S04, filtered andconcentrated to give 2.85 g (80%) of the title compound as an off-white solid whichwas used without further purification.1H NMR (CHLOROFORM-d) o: 2.78 (tt, J = 12.9, 3.3 Hz, 1 H), 1.77 (dd, J = 12.9, 3.3 Hz, 2H), 1.39 (t, J = 12.9 Hz, 2H), 1.20 (s, 6H), 1.17 (s, 6H).
1197-66-6, The synthetic route of 1197-66-6 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; JANSSEN PHARMACEUTICA NV; WALL, Mark; SUBASINGHE, Nalin; SUI, Zhihua; FLORES, Christopher; WO2014/28803; (2014); A1;,
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