Technology Process of 5-((2R,3R,4R,5S)-3,4,5-tris(benzyloxy)-1-(naphthalen-2-ylmethyl)piperidin-2-yl)pentan-1-amine
There total 18 articles about 5-((2R,3R,4R,5S)-3,4,5-tris(benzyloxy)-1-(naphthalen-2-ylmethyl)piperidin-2-yl)pentan-1-amine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
palladium 10% on activated carbon; hydrogen;
In
methanol; ethyl acetate;
for 0.5h;
DOI:10.1039/c4md00074a
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: pyridine; dmap / 4 h / 20 °C / Inert atmosphere
2.1: hydrogen; palladium 10% on activated carbon; 20% palladium hydroxide-activated charcoal / ethyl acetate
3.1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere
4.1: sodium azide / N,N-dimethyl-formamide / 15 h / 105 °C
5.1: formic acid / 1 h / 20 °C
6.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 50 °C
7.1: Ambersep 900 OH resin / methanol / 15 h / 20 °C
8.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.08 h / 0 °C / Inert atmosphere
8.2: 16 h / 0 - 20 °C / Inert atmosphere
9.1: hydrogen; palladium 10% on activated carbon / ethyl acetate; methanol / 0.5 h
With
pyridine; dmap; formic acid; sodium azide; palladium 10% on activated carbon; 20% palladium hydroxide-activated charcoal; hydrogen; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine;
In
methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; mineral oil;
DOI:10.1039/c4md00074a
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: hydrogen; palladium 10% on activated carbon; 20% palladium hydroxide-activated charcoal / ethyl acetate
2.1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere
3.1: sodium azide / N,N-dimethyl-formamide / 15 h / 105 °C
4.1: formic acid / 1 h / 20 °C
5.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 50 °C
6.1: Ambersep 900 OH resin / methanol / 15 h / 20 °C
7.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.08 h / 0 °C / Inert atmosphere
7.2: 16 h / 0 - 20 °C / Inert atmosphere
8.1: hydrogen; palladium 10% on activated carbon / ethyl acetate; methanol / 0.5 h
With
formic acid; sodium azide; palladium 10% on activated carbon; 20% palladium hydroxide-activated charcoal; hydrogen; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine;
In
methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; mineral oil;
DOI:10.1039/c4md00074a
