反応 #165876

反応方程式

1,8-diacetyl-5-hydroxy-2,3,8,8a-tetrahydropyrrolo[2,3-b]indol-3a(1H)-yl acetate

N-methylmorpholine

4-nitrophenyl chloroformate

→

title compound

収率 11.8%

1,8-diacetyl-5-{[(4-nitrophenoxy)carbonyl]oxy}-2,3,8,8a-tetrahydropyrrolo[2,3-b]indol-3a(1H)-yl acetate

収率 11.8%

溶媒

tetrahydrofuran

tetrahydrofuran

反応条件

後処理

1. 1
   workup.ADDITIONwas added
2. 2
   その他Reaction
3. 3
   その他The solvent was evaporated
4. 4
   その他The residue was purified by column chromatography (SiO2, cyclohexane/methylene chloride/methanol)

実験手順

To the solution of 1,8-diacetyl-5-hydroxy-2,3,8,8a-tetrahydropyrrolo[2,3-b]indol-3a(1H)-yl acetate (88 mg; 0.28 mmol) in N-methylmorpholine (62 μl, 0.56 mmol) and small amount of tetrahydrofuran, the 4-nitrophenyl chloroformate (112.9 mg; 0.56 mmol) dissolved in tetrahydrofuran was added. Reaction was carried out for 3 days under an argon atmosphere. The solvent was evaporated. The residue was purified by column chromatography (SiO2, cyclohexane/methylene chloride/methanol) to give 16 mg of title compound with 12% of yield.

出典