反应详情

Trifluoroacetic acid (0.932 mL, 12.1 mmol) and a drop of water is added to a stirred solution of the product of step 2, Example 17 (380.0 mg, 0.806 mmol) in methylene chloride (5.0 mL) at 0° C. and the reaction mixture is stirred at this temperature for 10 minutes before being warmed to room temperature. After 4 hours, the solution is concentrated then diluted with methylene chloride at 0° C., quenched with saturated sodium hydrogen carbonate solution, and the aqueous layer extracted with methylene chloride. The combined organic layers were washed with brine, dried, and concentrated. The title compound is obtained (55.1 mg): 1H NMR (300 MHz, DMSO) δ 4.21-4.32 (m, 2.5 H), 4.42-4.47 (m, 0.5 H), 4.54-4.59 (m, 0.5 H), 4.70-4.75 (m, 0.5 H), 4.88-4.99 (m, 3H), 5.03-5.14 (m, 2H), 6.00 (d, 1H), 6.53 (s, 1H), 7.50 (d, 2H), 7.63 (d, 1H), 7.74 (d, 2H), 8.17-8.20 (dd, 1H), 8.62 (d, 1H), 8.99-9.03 (m, 1H). MS (ESI+) m/z 431.1, 433.0, and 435.0 [M+H].

1. waitAfter 4 hours
2. concentrationthe solution is concentrated
3. additionthen diluted with methylene chloride at 0° C.
4. customquenched with saturated sodium hydrogen carbonate solution
5. extractionthe aqueous layer extracted with methylene chloride
6. washThe combined organic layers were washed with brine
7. customdried
8. concentrationconcentrated