Water → 4-(3,5-dichloropyridin-4-ylamino)-7-methoxy-8-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)-2H-chromen-2-one

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Reaction Steps

Water (1.5 mL) and then triethylamine (1.5 mL) were added to a solution of (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(4-(3,5-dichloropyridin-4-ylamino)-7-methoxy-2-oxo-2H-chromen-8-yloxy-tetrahydro-2H-pyran-3,4,5-triyl triacetate (0.137 g, 0.200 mmol Example 60) and MeOH (1.5 mL). The mixture was stirred at rt overnight, concentrated, and then purified by reverse-phase HPLC (25→100% MeCN/H2O) to give 4-(3,5-dichloropyridin-4-ylamino)-7-methoxy-8-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)-2H-chromen-2-one: 1H NMR (400 MHz, CD3OD): δ 8.72 (s, 2H), 7.88 (d, 1H), 7.20 (d, 1H), 5.17 (d, 1H), 4.77 (s, 1H), 4.01 (s, 3H), 3.76 (dd, 1H), 3.63 (dd, 1H), 3.54 (dd, 1H), 3.43 (m, 2H), 3.25 (m, 1H); MS (ESI): 514.9.

Provenance & Evidence