반응 #10587

반응 방정식

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

용매

tetrahydrofuran

반응 조건

후처리

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

실험 절차

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).

출처