(2R,3S)-N-(3-(allyloxy)-6-phenoxy-2,3-dihydro-1H-inden-1-yl)-2-(tert-butyldimethylsilyloxy)-4-phenylbutane-1,3-diamine → (2S)-N-((2S,3R)-4-(3-(allyloxy)-6-phenoxy-2,3-dihydro-1H-inden-1-ylamino)-3-(tert-butyldimethylsilyloxy)-1-phenylbutan-2-yl)-2-(N-methylhexanamido)hex-5-enamide

Beteiligte Stoffe

Reaktionsschritte

Step EX (1): (S)-2-(N-methylhexanamido)hex-5-enoic acid (500 mg, 2.1 mmol) and (2R,3S)-N1-(3-(allyloxy)-6-phenoxy-2,3-dihydro-1H-inden-1-yl)-2-(tert-butyldimethylsilyloxy)-4-phenylbutane-1,3-diamine (1.2 g, 2.1 mmol, from Preparation BC) were coupled using a procedure analogous to Step CA (1) to afford 650 mg (40% yield) of (2S)-N-((2S,3R)-4-(3-(allyloxy)-6-phenoxy-2,3-dihydro-1H-inden-1-ylamino)-3-(tert-butyldimethylsilyloxy)-1-phenylbutan-2-yl)-2-(N-methylhexanamido)hex-5-enamide. LC-MS (M+H)+=782.65; 1H NMR (300 MHz, CDCl3) δ ppm 0.0 (m, 6H) 0.6-0.9 (m, 12H) 1.1-1.4 (m, 6H) 1.4-1.6 (m, 3H) 1.7-2.3 (m, 6H) 2.3-2.4 (s, 3H) 2.5-2.9 (m, 4H) 3.5-3.8 (m, 1H) 4.0-4.4 (m, 4H) 4.7-4.8 (m, 1H) 4.8-5.4 (m, 4H) 5.6-6.1 (m, 2H) 6.9-7.4 (m, 13H).

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