反応 #588924

反応方程式

( 1 )

(1S,3R)-3-(allyloxy)-6-propoxy-2,3-dihydro-1H-inden-1-amine

(1S,3R)-3-(Allyloxy)-6-bromo-2,3-dihydro-1H-inden-1-amine

tert-butyl (S)-2-(3,5-difluorophenyl)-1-((S)-oxiran-2-yl)ethylcarbamate

( 1 )

(1S,3R)-3-(allyloxy)-6-propoxy-2,3-dihydro-1H-inden-1-amine

→

tert-butyl (2S,3R)-4-((1S,3R)-3-(allyloxy)-6-bromo-2,3-dihydro-1H-inden-1-ylamino)-1-(3,5-difluorophenyl)-3-hydroxybutan-2-ylcarbamate

収率 76.0%

反応条件

実験手順

Step BE (1). (1S,3R)-3-(Allyloxy)-6-bromo-2,3-dihydro-1H-inden-1-amine from Step Z(1) was reacted with tert-butyl (S)-2-(3,5-difluorophenyl)-1-((S)-oxiran-2-yl)ethylcarbamate following a procedure analogous to Step AW (1) to afford 1.5 g (76% yield) of tert-butyl (2S,3R)-4-((1S,3R)-3-(allyloxy)-6-bromo-2,3-dihydro-1H-inden-1-ylamino)-1-(3,5-difluorophenyl)-3-hydroxybutan-2-ylcarbamate. LC-MS (M+H)+ 568.97. 1H NMR (300 MHz, CDCl3) δ ppm 1.35 (s, 9H) 1.79-1.90 (m, 2H) 2.64-2.82 (m, 4H) 3.03 (dd, J=14.09, 4.21 Hz, 1H) 3.36-3.44 (m, 1H) 3.68-3.80 (m, J=8.42, 4.03 Hz, 1H) 4.01-4.12 (m, 3H) 4.50 (d, J=9.51 Hz, 1H) 4.73 (t, J=6.04 Hz, 1H) 5.18 (dd, J=10.43, 1.28 Hz, 1H) 5.24-5.34 (m, J=17.20, 1.46 Hz, 1H) 5.92 (ddd, J=22.60, 10.52, 5.67 Hz, 1H) 6.63 (tt, J=9.01, 2.33 Hz, 1H) 6.70-6.78 (m, 2H) 7.25 (d, J=8.05 Hz, 1H) 7.39 (dd, J=7.87, 1.65 Hz, 1H) 7.49 (s, 1H).

出典