Technology Process of 2-(tert-butyl) 3-ethyl (1S,3R,4R)-2-azabicyclo[2.2.1]heptane-2,3-dicarboxylate
There total 1 articles about 2-(tert-butyl) 3-ethyl (1S,3R,4R)-2-azabicyclo[2.2.1]heptane-2,3-dicarboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
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With
palladium 10% on activated carbon; hydrogen;
In
ethanol;
at 55 - 60 ℃;
for 1.5h;
under 2327.23 Torr;
Overall yield = 86 percent; Overall yield = 14.8 g;
DOI:10.3390/ph15030273
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1616340-43-2
(1R,4S,12aR)-7-hydroxy-6,8-dioxo-N-((R)-1-(2,4,6-trifluorophenyl)ethyl)-1,2,3,4,6,8,12,12a-octahydro-1,4-methanopyrido[1,2-a:1',2'-d]pyrazine-9-carboxamide
- Guidance literature:
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Multi-step reaction with 9 steps
1.1: lithium borohydride / tetrahydrofuran / 21 h / 0 - 20 °C
2.1: triethylamine / dichloromethane / 3 h / 20 °C
3.1: sodium azide / N,N-dimethyl-formamide / 100 °C
4.1: hydrogen; palladium on activated charcoal / ethanol; ethyl acetate / 3 h
5.1: sodium hydrogencarbonate / ethanol; water / 20 °C
6.1: hydrogenchloride / 1,4-dioxane / 1 h / 20 °C
6.2: 1 h / 110 °C
7.1: potassium hydroxide; methanol / tetrahydrofuran / 1 h / 20 °C
8.1: N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 1 h / 20 °C
9.1: trifluoroacetic acid / 0.5 h / 20 °C
With
hydrogenchloride; methanol; lithium borohydride; sodium azide; palladium on activated charcoal; hydrogen; sodium hydrogencarbonate; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; potassium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;
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1611493-58-3
(1R,4S,12aR)-7-hydroxy-6,8-dioxo-N-(2,4,6-trifluorobenzyl)-1,2,3,4,6,8,12,12a-octahydro-1,4-methanodipyrido[1,2-a:1',2'-d]pyrazine-9-carboxamide
- Guidance literature:
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Multi-step reaction with 9 steps
1.1: lithium borohydride / tetrahydrofuran / 21 h / 0 - 20 °C
2.1: triethylamine / dichloromethane / 3 h / 20 °C
3.1: sodium azide / N,N-dimethyl-formamide / 100 °C
4.1: hydrogen; palladium on activated charcoal / ethanol; ethyl acetate / 3 h
5.1: sodium hydrogencarbonate / ethanol; water / 20 °C
6.1: hydrogenchloride / 1,4-dioxane / 1 h / 20 °C
6.2: 1 h / 110 °C
7.1: potassium hydroxide; methanol / tetrahydrofuran / 1 h / 20 °C
8.1: N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 2 h / 20 °C
9.1: trifluoroacetic acid / 0.5 h / 20 °C
With
hydrogenchloride; methanol; lithium borohydride; sodium azide; palladium on activated charcoal; hydrogen; sodium hydrogencarbonate; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; potassium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;