反应详情

Step W (1): (1S,3R)-3-(Allyloxy)-6-methoxy-2,3-dihydro-1H-inden-1-amine from Step U(2) was reacted with benzyl (S)-2-(3,5-difluorophenyl)-1-((S)-oxiran-2-yl)ethylcarbamate according to the conditions described in Step V (1). The crude product was purified using silica gel column chromatography (1-10% MeOH (with 0.1% triethylamine)/chloroform, linear gradient) to provide 1.72 g mg (34% yield) of benzyl (2S,3R)-4-((1S,3R)-3-(allyloxy)-6-methoxy-2,3-dihydro-1H-inden-1-ylamino)-1-(3,5-difluorophenyl)-3-hydroxybutan-2-ylcarbamate. HRMS (M+H)+=553.2534; 1H NMR (500 MHz, DMSO-d6) δ 7.21-7.35 (m, 4H) 7.14-7.21 (m, 2H) 7.03 (t, J=9.46 Hz, 1H) 6.87-6.99 (m, 3H) 6.83 (dd, J=8.24, 2.14 Hz, 1H) 5.88-6.00 (m, 1H) 5.30 (dd, J=17.09, 1.83 Hz, 1H) 5.14 (dd, J=10.53, 1.98 Hz, 1H) 4.96-5.02 (m, 1H) 4.83-4.95 (m, 2H) 4.75 (t, J=6.41 Hz, 1H) 4.01-4.13 (m, 2H) 3.91-4.00 (m, 1H) 3.72-3.76 (m, 3H) 3.64-3.72 (m, 1H) 3.44-3.53 (m, 1H) 3.06 (dd, J=13.73, 3.05 Hz, 1H) 2.65-2.75 (m, 1H) 2.54-2.65 (m, 2H) 1.92-2.02 (m, 1H) 1.57-1.67 (m, 1H).

1. customThe crude product was purified