反应 #2061503

反应方程式

hydrazine hydrate

water

N-(5-acetoxypentanoyloxy)succinimide

C1

gentamicins

→

ammonium hydroxide

收率 7.0%

1-N-(5-hydroxypentanoyl)-5-epigentamicin

gentamicins

溶剂

chloroform

triethylamine

methanol

methanol

反应条件

后处理

1. 1
   workup.DISSOLUTIONDissolve 2.5 g
2. 2
   workup.ADDITIONAdd 0.35 g
3. 3
   workup.ADDITIONAdd a solution of 1.0 g
4. 4
   其他Evaporate the solution in vacuo
5. 5
   其他to leave a solid residue
6. 6
   workup.DISSOLUTIONDissolve the residue in 5 ml
7. 7
   温度under reflux for 15 minutes
8. 8
   浓缩Concentrate the solution in vacuo
9. 9
   其他to leave an oily residue and chromatograph it on 200 g

实验过程

Dissolve 2.5 g. of 5-epigentamicin C1 in 250 ml. of water and add 100 ml. of methanol. Add 0.35 g. of triethylamine and stir for fifteen minutes. Add a solution of 1.0 g. of N-(5-acetoxypentanoyloxy)succinimide with stirring to the solution of the antibiotic, and stir at ambient temperature for 16 hours. Evaporate the solution in vacuo to leave a solid residue. Dissolve the residue in 5 ml. of 5% ethanolic hydrazine hydrate and heat under reflux for 15 minutes. Concentrate the solution in vacuo to leave an oily residue and chromatograph it on 200 g. silica gel in the lower phase of a solvent system consisting of chloroform:methanol:7% ammonium hydroxide (2:1:1) to give 1-N-(5-hydroxypentanoyl)-5-epigentamicin C1.

来源