Technology Process of 3,2',6'-tris(N-benzyloxycarbonyl)-3',4'-dideoxy-6'-C-(fluoromethyl)kanamycin B
There total 10 articles about 3,2',6'-tris(N-benzyloxycarbonyl)-3',4'-dideoxy-6'-C-(fluoromethyl)kanamycin B which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 8 steps
1: hydrogen / PtO2 / methanol; H2O; acetic acid / 120 h / 2942.03 Torr / Ambient temperature
2: sodium carbonate / dioxane; H2O / 1 h / Ambient temperature
3: p-toluenesulfonic acid monohydrate / dimethylformamide / 13 h / Ambient temperature
4: pyridine / 1 h / 0 - 5 °C
5: KHF2 / dimethylformamide / 4 h / 120 °C / sealed tube
6: sodium / liquid ammonia / 0.08 h / -60 - -50 °C
7: trifluoroacetic acid / 0.5 h / Ambient temperature
8: zinc acetate dihydrate / dimethylsulfoxide / 1 h / Ambient temperature
With
pyridine; potassium hydrogen bifluoride; zinc diacetate; hydrogen; sodium; sodium carbonate; toluene-4-sulfonic acid; trifluoroacetic acid;
platinum(IV) oxide;
In
1,4-dioxane; methanol; ammonia; water; acetic acid; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1246/bcsj.63.3583
- Guidance literature:
-
Multi-step reaction with 9 steps
1: sodium methoxide / methanol / 1 h / Ambient temperature
2: hydrogen / PtO2 / methanol; H2O; acetic acid / 120 h / 2942.03 Torr / Ambient temperature
3: sodium carbonate / dioxane; H2O / 1 h / Ambient temperature
4: p-toluenesulfonic acid monohydrate / dimethylformamide / 13 h / Ambient temperature
5: pyridine / 1 h / 0 - 5 °C
6: KHF2 / dimethylformamide / 4 h / 120 °C / sealed tube
7: sodium / liquid ammonia / 0.08 h / -60 - -50 °C
8: trifluoroacetic acid / 0.5 h / Ambient temperature
9: zinc acetate dihydrate / dimethylsulfoxide / 1 h / Ambient temperature
With
pyridine; potassium hydrogen bifluoride; zinc diacetate; hydrogen; sodium methylate; sodium; sodium carbonate; toluene-4-sulfonic acid; trifluoroacetic acid;
platinum(IV) oxide;
In
1,4-dioxane; methanol; ammonia; water; acetic acid; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1246/bcsj.63.3583
- Guidance literature:
-
Multi-step reaction with 4 steps
1: KHF2 / dimethylformamide / 4 h / 120 °C / sealed tube
2: sodium / liquid ammonia / 0.08 h / -60 - -50 °C
3: trifluoroacetic acid / 0.5 h / Ambient temperature
4: zinc acetate dihydrate / dimethylsulfoxide / 1 h / Ambient temperature
With
potassium hydrogen bifluoride; zinc diacetate; sodium; trifluoroacetic acid;
In
ammonia; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1246/bcsj.63.3583