甲基 3,3-二甲基-2-氧代环庚烷-1-羧酸乙酯

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A mixture of Example 1B (1.668 g, 8.41 mmol), guanidine nitrate (2.054 g, 16.83 mmol), and potassium carbonate (2.326 g, 16.83 mmol) was heated in DMF (17 mL) at 120° C. overnight. After this time, the mixture was cooled to room temperature and poured into water. The liquid was adjusted to pH 5 with HOAc, then the precipitate was collected by filtration, washed with water, and air-dried. It was further dried by azeotroping with toluene to yield the title compound. 1H NMR (300 MHz, DMSO-d6) δ 10.59 (br, 1H), 6.02 (br, 2H), 2.57 (m, 2H), 1.48-1.71 (m, 6H), 1.19 (s, 6H). MS (DCI+) m/z 208 (M+H)+. the precipitate was collected by filtration washed with water air-dried It was further dried by azeotroping with toluene

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A mixture of Example 1A (2.104 g, 15.00 mmol) and 5 drops of MeOH in dimethyl carbonate (12.7 mL, 151 mmol) was treated with sodium hydride (60% dispersion, 1.200 g, 30.0 mmol). The reaction was then refluxed for 2 hours before being cooled back to room temperature. The reaction was quenched with 2M HCl and extracted with ether, then chromatographed on silica gel (3 to 12% EtOAc-hexane, eluant) to afford the title compound. 1H NMR (300 MHz, DMSO-d6) δ 4.15 (m, 1H), 3.58 (s, 3H), 2.02 (m, 1H), 1.61-1.77 (m, 5H), 1.30-1.44 (m, 2H), 1.11 (s, 3H), 1.01 (s, 3H). MS (DCI+) m/z 216 (M+H)+. The reaction was then refluxed for 2 hours The reaction was quenched with 2M HCl extracted with ether chromatographed on silica gel (3 to 12% EtOAc-hexane, eluant)