反应详情

Aqueous ammonia (28%, 24 ml) was added to a solution of (3S, 4aS, 8aS)-2-[(2R, 3R)-3-(3-acetoxy-2-methyl-benzoylamino)-2-hydroxy-4-phenylthiobutyl]-decahydroisoquinoline-3-carboxylic acid t-butylamide (12.7 g) in methanol (96 ml). The resulting mixture was stirred for 1.5 hours at room temperature. The resulting precipitate was collected by filtration and washed with a mixed solution of methanol (75 ml)/water (25 ml). The residue was dried at 50° C. under vacuum to give (3S, 4aS, 8aS)-2-[(2R, 3R)-2-hydroxy-3-(3-hydroxy-2-methylbenzoylamino)-4-phenylthiobutyl]decahydroisoquinoline-3-carboxylic acid t-butylamide 17, 8.00 g, as colorless crystals (54% yield from (2R, 3R-benzyloxycarbonylamino-4-phenylthio-2-methanesulfonyloxy-1-(4-nitrobenzoyloxy) butane). 1H NMR (CD3OD, 300 MHz) δ 7.49 (m, 2H), 7.27 (m, 2H), 7.17 (m, 1H), 7.01 (m, 1H), 6.90 (m, 1H), 6.79 (m, 1H), 4.43 (M, 1H), 4.06 (m, 1H), 3.54 (dd, J=10.1, 3.5 Hz, 1H), 3.37 (m, 1H), 3.04 (dd, J=8.7, 1.7 Hz, 1H), 2.60 (m, 2H), 2.24 (s, 3H), 2.17 (m, 2H), 2.01 (M, 1H), 1.9–1.1 (m, 11H), 1.17 (s, 9H).

1. filtrationThe resulting precipitate was collected by filtration
2. washwashed with a mixed solution of methanol (75 ml)/water (25 ml)
3. customThe residue was dried at 50° C. under vacuum