反応式
[Si:1]([O:8][CH2:9][C:10]([C:13]1[S:14][CH:15]=[CH:16][N:17]=1)([OH:12])[CH3:11])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[Br:18]N1C(=O)CCC1=O.O>CN(C=O)C>[Br:18][C:15]1[S:14][C:13]([C:10]([OH:12])([CH3:11])[CH2:9][O:8][Si:1]([C:4]([CH3:5])([CH3:6])[CH3:7])([CH3:2])[CH3:3])=[N:17][CH:16]=1参加物
5
実験手順
The product of Step 1 (364 mg, 1.331 mmol) was dissolved in DMF (2 ml). N-bromosuccinimide (284 mg, 1.597 mmol) was added, and the solution was maintained 2 h at rt. Water was added and the mixture extracted with EtOAc (3×). The combined organics were dried over Na2SO4 and concentrated in vacuo. Purification via silica gel column chromatography (0%-10% EtOAc:hexanes) afforded 2-(5-bromo-1,3-thiazol-2-yl)-1-{[tert-butyl(dimethyl)silyl]oxy}propan-2-ol (104 mg, 22%) as a white solid. MS ESI: [M+H]+ m/z 352, 354.
後処理
- extractionthe mixture extracted with EtOAc (3×)
- dry with materialThe combined organics were dried over Na2SO4
- concentrationconcentrated in vacuo
- customPurification via silica gel column chromatography (0%-10% EtOAc:hexanes)
出典と根拠
- ORDレコード
- ord-61c43b45f1694c26af7754fe5ff2a664
- 出典データセット
- uspto-grants-2013_10
- 特許番号
- US08551984B2
関連ノート
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