Methoxytrimethylsilane → 5-[2-Hydroxy-4-(1H-pyrrol-3-yl)-phenyl]-1,1-dioxo-1,2,5-thiadiazolidin-3-one

反応式

[OH:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:12]=[CH:11][N:10]([Si](C(C)C)(C(C)C)C(C)C)[CH:9]=2)[CH:5]=[CH:4][C:3]=1[N:23]1[S:27](=[O:29])(=[O:28])[NH:26][C:25](=[O:30])[CH2:24]1.C1C=CN=CC=1.F.[Si](OC)(C)(C)C>CC#N>[OH:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:12]=[CH:11][NH:10][CH:9]=2)[CH:5]=[CH:4][C:3]=1[N:23]1[S:27](=[O:29])(=[O:28])[NH:26][C:25](=[O:30])[CH2:24]1

参加物

実験手順

To a solution of 5-[2-hydroxy-4-(1-triisopropylsilanyl-1H-pyrrol-3-yl)-phenyl]-1,1-dioxo-1,2,5-thiadiazolidin-3-one in MeCN (10 mL) is added HF-Pyridine (0.2 mL, 2.23 mmol) and the reaction mixture is stirred at RT for 2 h. TMSOMe (5 mL) is added to consume unreacted HF, and the crude reaction mixture is concentrated in vacuo. The residue is purified by reverse phase MPLC using 1-40% MeCN/H2O as eluent to give the title compound: (M−1)−=292.