反応 #10587

反応方程式

Intermediate 1

N-(tert-butoxycarbonyl)-N′-[(5-isoquinolyl)sulfonyl]-1,3-propylenediamine

1,1′-azobis(N,N-dimethylformamide)

3-phenyl-1-propanol

tri(n-butyl)phosphine

→

title compound

N-(tert-butoxycarbonyl)-N′-[(5-isoquinolyl)sulfonyl]-N′-(3-phenylpropyl)-1,3-propylenediamine

3-phenyl-1-propanol

溶媒

tetrahydrofuran

反応条件

後処理

1. 1
   workup.STIRRINGice cooling and stirred at room temperature under argon atmosphere for 13.5 hours
2. 2
   その他The precipitates in the reaction mixture
3. 3
   その他were removed by filtration
4. 4
   その他the solvent was evaporated from the filtrate under reduced pressure
5. 5
   その他The residue was purified by flash column chromatography (hexane/ethyl acetate mixed solvent)

実験手順

A solution of Intermediate 1 (640 mg), 1,1′-azobis(N,N-dimethylformamide) (1200 mg, Aldrich or prepared according to Chemistry Letters, 539 (1994)) and 3-phenyl-1-propanol (710 μl, Tokyo Kasei Kogyo) in tetrahydrofuran (30 ml) was added with tri(n-butyl)phosphine (1.75 ml, Tokyo Kasei Kogyo) with stirring and ice cooling and stirred at room temperature under argon atmosphere for 13.5 hours. The precipitates in the reaction mixture were removed by filtration, and then the solvent was evaporated from the filtrate under reduced pressure. The residue was purified by flash column chromatography (hexane/ethyl acetate mixed solvent) to obtain the title compound (913 mg, mixture with a small amount of 3-phenyl-1-propanol).

出典