反応 #49408

ord-13d52efe4ce0416483a44112eb54336f

反応方程式

CC(C)(C)OC(=O)n1c(-c2ccc(O)c3c2C(=O)NC3)cc2cc(CN3CCCCC3)ccc21
4-hydroxy-7-[1-(tert-butoxycarbonyl)-5-(piperidinomethyl)indol-2-yl]isoindolinone
CCN(CC)CC
triethylamine
O=S(=O)(Cl)c1ccccc1
benzenesulfonyl chloride
CC(C)(C)OC(=O)n1c(-c2ccc(OS(=O)(=O)c3ccccc3)c3c2C(=O)NC3)cc2cc(CN3CCCCC3)ccc21
4-benzenesulfonyloxy-7-[1-(tert-butoxycarbonyl)-5-(piperidinomethyl)indol-2-yl]isoindolinone
収率 86.0%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他followed by purification by flash column chromatography (chloroform/methanol=85/15)

実験手順

In a similar manner to Step 1 of Example 227, 4-hydroxy-7-[1-(tert-butoxycarbonyl)-5-(piperidinomethyl)indol-2-yl]isoindolinone (0.171 g, 0.371 mmol) was dissolved in dichloromethane (3.5 mL), and the solution was treated with triethylamine (0.103 mL, 0.741 mmol) and benzenesulfonyl chloride (0.0570 mL, 0.446 mmol), followed by purification by flash column chromatography (chloroform/methanol=85/15) to obtain 4-benzenesulfonyloxy-7-[1-(tert-butoxycarbonyl)-5-(piperidinomethyl)indol-2-yl]isoindolinone (0.192 g. yield 86%).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07745641B2uspto-grants-2010_06