反应详情

To a stirred solution of triethylamine trihydrofluoride (2.72 mL, 16.7 mmol) and triethylamine (1.17 mL, 8.41 mmol) in dichloromethane (30 mL) was added Xtalfluor-E (2.9 g, 12.6 mmol) at 0° C. To the solution was then added methyl N-(2-chloro-5-nitropyrimidin-4-yl)-N-(4-oxocyclohexyl)-D-alaninate (3 g, 8.37 mmol) slowly. An additional amount of Xtalfluor-E (2.9 g, 12.6 mmol) was added after 3 h, and resulting mixture was stirred at rt for 9 h. The reaction mixture was quenched with a 5% aqueous NaHCO3 solution. The resulting mixture was extracted with dichloromethane (40 mL×3). The organic phases were combined, dried over Na2SO4, evaporated to give the crude material, which was then purified by silica gel column chromatography to give the desired product (2.2 g). 1HNMR (300 MHz, CDCl3): δ 1.60-1.99 (m, 6H), 2.19-2.24 (m, 3H), 3.16-3.25 (m, 3H), 3.75 (s, 3H), 4.06 (q, J=6.9 Hz, 1H), 8.65 (s, 1H).

1. customresulting mixture
2. customThe reaction mixture was quenched with a 5% aqueous NaHCO3 solution
3. extractionThe resulting mixture was extracted with dichloromethane (40 mL×3)
4. dry with materialdried over Na2SO4
5. customevaporated
6. customto give the crude material, which
7. customwas then purified by silica gel column chromatography