反应详情

--Trimethylamine (234 mg, 2.31 mmol) was added to a solution of the difluorophenylhydroxy-pyrimidine 35 (740 mg, 2.31 mmol) and (2S, 3S)-2-chloro-3-methylpentanoyl chloride 36 (388 mg, 2.31 mmol) in dry dichloromethane (8 ml) with stirring under nitrogen at room temperature for 2 h. Dichloromethane was added and the mixture was washed with dilute hydrochloric acid (twice), saturated sodium bicarbonate solution and brine, dried and evaporated. The residue was purified by flash chromatography (10% ethyl acetate-light petroleum) to give the ester 37 (670 mg, 58%) (from MeOH), m.p 66.2° C., [α]D26 +1.5° (c 2.4 in CHCl3); νmax /cm-1 (KBr) 2920, 1765 (CO), 1615, 1510, 1470, 1420, 1300, 1230, 1120 and 1080; δ 0.89 (3H, t,J6.5, Me), 1.00 (3H, t,J6.5, CH3CH2CH(CH3), 1.15 (3H, d,J7, CH(CH3)), 1.25-1.55 (10H, m), 1.76 (2H, m, CH3CH2CH(CH3), 1.85 (2H, quint, OCH2CH2), 2.25 (1H, m, CHMe), 4.11 (2H, d, J6.5, OCH2), 4.44 (1H, d, J7, CHCl), 6.84 (1H, ddd, J8, 7 and 2, 5'-H), 7.85 (1H, ddd, J8, 7 and 2, 6'-H) and 8.71 (2H, s 4- and 6-H); m/z 470 (M+), 468 (M+), 358 (M+ -C8H16), 356 (M+ -C8H16), 336, 237 and 224.

1. washthe mixture was washed with dilute hydrochloric acid (twice), saturated sodium bicarbonate solution and brine
2. customdried
3. customevaporated
4. customThe residue was purified by flash chromatography (10% ethyl acetate-light petroleum)