Hydrochloric Acid → HCID 11041808, 화합물
반응식
CC(OC(N[C@@H:9]([C:19]([OH:21])=[O:20])[CH2:10][C:11]1[CH:16]=[CH:15][C:14]([F:17])=[C:13]([F:18])[CH:12]=1)=O)(C)C.Cl.[O:23]1CCOCC1>>[F:18][C:13]1[CH:12]=[C:11]([CH2:10][C@@H:9]([OH:23])[C:19]([OH:21])=[O:20])[CH:16]=[CH:15][C:14]=1[F:17]참가 물질
4
반응 조건
- 온도
- 23 °C
실험 절차
Boc-D-3,4-Difluorophenylalanine (3.05 g, 11.0 mmol, 1 equiv) was dissolved in 1,4-dioxane (10 mL), and a solution of HCl in 1,4-dioxane (4.0 M, 10 mL) was added. The reaction was stirred at 23° C. for 5 h, then the solvent was removed under reduced pressure. The residue was dissolved in 1 M H2SO4 (22 mL), cooled to 0° C. and 2 N NaNO2 (22 mL) was added via addition funnel under argon. The reaction mixture was stirred at 0° C. for 3 h and warmed to room temperature overnight. The resulting mixture was extracted with MTBE (3×40 mL), dried over Na2SO4 and concentrated. The residue was recrystallized from ether/petroleum ether to afford the title intermediate (1.29 g, 58%) as off-white solid. 1H NMR (DMSO-d6) δ 0.82-0.86 (m, 2H), 1.10-1.27 (m, 4H), 1.40-1.48 (m, 2H), 1.63-1.78 (m, 5H), 3.95-4.00 (m, 1H).