Latanoprost → Latanoprost methyl ester
反応式
C[CH:2]([O:4][C:5]([CH2:7][CH2:8][CH2:9]/[CH:10]=[CH:11]\[CH2:12][C@@H:13]1[C@@H:17]([CH2:18][CH2:19][C@@H:20]([OH:29])[CH2:21][CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C@H:16]([OH:30])[CH2:15][C@@H:14]1[OH:31])=[O:6])C>CO.CC(O)=O>[OH:30][C@@H:16]1[CH2:15][C@H:14]([OH:31])[C@H:13]([CH2:12]/[CH:11]=[CH:10]\[CH2:9][CH2:8][CH2:7][C:5]([O:4][CH3:2])=[O:6])[C@H:17]1[CH2:18][CH2:19][C@@H:20]([OH:29])[CH2:21][CH2:22][C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1参加物
4
実験手順
To Latanoprost free acid in MeOH at 0° C. was added TMS-CH2N2 until the solution persisted a yellow color. AcOH (2 drops) were added to quench excess TMS-CH2N2 and the solvents were evaporated. Column chromatography 70%-100% EtOAc/Hexanes gave pure (Z) -methyl 7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((R)-3-hydroxy -5-phenylpentyl)cyclopentyl)hept-5-enoate (2).
後処理
- customto quench excess TMS-CH2N2