tert-Butyldimethylsilyl chloride → HCID 53920845、化合物

反応式

[CH3:1][C:2]([Si:5](Cl)([CH3:7])[CH3:6])([CH3:4])[CH3:3].C1CCN2C(=NCCC2)CC1.[OH:20][CH:21]([C:25]1[S:26][CH:27]=[CH:28][N:29]=1)[CH:22]1[CH2:24][CH2:23]1>C1COCC1>[O:20]([CH:21]([C:25]1[S:26][CH:27]=[CH:28][N:29]=1)[CH:22]1[CH2:24][CH2:23]1)[Si:5]([C:2]([CH3:4])([CH3:3])[CH3:1])([CH3:7])[CH3:6]

参加物

実験手順

TBDMSCl (3.5 g, 23.2 mmol) and DBU (3.5 mL, 23.2 mmol) were added to a solution of 2-(1-hydroxy-1-cyclopropylmethyl)thiazole (3.0 g, 19.4 mmol) in dry THF (40 mL). The mixture was stirred at rt for 16 h, then quenched with water and the layers separated. The aqueous portion was extracted with EtOAc, the combined extracts dried (MgSO4) and concentrated. The material was purified by flash chromatography using 5% EtOAc/hexane to give 4.97 g (95%) of 2-(1-t-butyldimethylsiloxy-1-cyclopropylmethyl)thiazole as a colorless oil.