Cl[C:2]1[N:11]=[C:10]2[C:5]([C:6](=[O:28])[C:7]([C:23]([O:25][CH2:26][CH3:27])=[O:24])=[CH:8][N:9]2[CH2:12][C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][C:14]=2[O:21][CH3:22])=[CH:4][C:3]=1F.C([N:33]([CH:36]([CH3:38])[CH3:37])[CH2:34]C)(C)C.[OH2:39]>C(#N)C>[CH3:22][O:21][C:14]1[CH:15]=[C:16]([O:19][CH3:20])[CH:17]=[CH:18][C:13]=1[CH2:12][N:9]1[C:10]2[C:5](=[CH:4][CH:3]=[C:2]([N:33]3[CH2:34][CH2:38][C@H:36]3[CH2:37][OH:39])[N:11]=2)[C:6](=[O:28])[C:7]([C:23]([O:25][CH2:26][CH3:27])=[O:24])=[CH:8]1A mixture of EXAMPLE 1B (1.6 g), (S)-(2-hydroxymethyl)azetidine hydrochloride (660 mg), and diisopropylethylamine (4 mL) in acetonitrile (25 mL) at 25° C. was stirred for 3.5 days, treated with water, and filtered. The filtrant was flash chromatographed on silica gel with 9:1 dichloromethane/methanol.
Loading…