[C:1]([O:5][C:6]([N:8]1[CH2:15][CH2:14][C:11]2([O:13][CH2:12]2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH2:16]([NH:23][CH3:24])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>O1CCOCC1>[C:1]([O:5][C:6]([N:8]1[CH2:15][CH2:14][C:11]([CH2:12][N:23]([CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH3:24])([OH:13])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]Epoxide (32) (46 g, 216 mmol) was dissolved in dioxane (300 ml). Benzyl methylamine (75 ml, 583 mmol) was added and the mixture was stirred at reflux for 90 h. TLC analysis revealed complete conversion. The mixture was evaporated to dryness. The excess of benzyl methylamine was removed by evaporation in vacuo (0.05 mbar, 80° C.). Yield: 69.3 g of aminoalcohol (35) (96%) as an orange oil.
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