tert-butyl ((1S)-1-(oxiran-2-yl)-2-phenylethyl)carbamate → (2R,3S)-1-((1S,3R)-3-(Allyloxy)-6-propoxy-2,3-dihydro-1H-inden-1-ylamino)-3-amino-4-phenylbutan-2-ol

Beteiligte Stoffe

Reaktionsschritte

Step AZ (1): (2R,3S)-1-((1S,3R)-3-(Allyloxy)-6-propoxy-2,3-dihydro-1H-inden-1-ylamino)-3-amino-4-phenylbutan-2-ol (590 mg) was prepared from (1S,3R)-3-(allyloxy)-6-propoxy-2,3-dihydro-1H-inden-1-amine (1.2 g, 4.9 mmol, from Step AY (1)) and (S)-(1-oxiranyl-2-phenylethyl)-carbamic acid tert-butyl ester in three steps and 30% overall yield using procedures analogous to the Steps AW (1-3). LC-MS (M+H)+=411.19. 1H NMR (300 MHz, CDCl3) δ 0.9-1.0 (t, 3H) 1.7-1.9 (m, 2H) 2.0-2.2 (m, 1H) 2.4-2.6 (m, 2H) 2.7-3.0 (m, 3H) 3.1-3.2 (m, 1H) 3.8-4.1 (m, 5H) 4.2-4.4 (m, 1H) 4.6-4.8 (m, 1H) 5.1-5.3 (m, 2H) 5.7-5.9 (m, 1H) 6.9-7.0 (m, 1H) 7.0-7.3 (m, 7H).

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