Technology Process of (2R)-2-({4-[([1,3]oxathiolo[5,4-c]pyridin-6-ylmethyl)amino]-1-piperidinyl}methyl)-1,2-dihydro-3H,8H-2a,5,8a-triazaacenaphthylene-3,8-dione benzoate
There total 15 articles about (2R)-2-({4-[([1,3]oxathiolo[5,4-c]pyridin-6-ylmethyl)amino]-1-piperidinyl}methyl)-1,2-dihydro-3H,8H-2a,5,8a-triazaacenaphthylene-3,8-dione benzoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
In
methanol;
- Guidance literature:
-
Multi-step reaction with 12 steps
1.1: toluene-4-sulfonic acid / 20 °C
1.2: 0.33 h
2.1: hydrogen / palladium 10% on activated carbon / 1,4-dioxane / 20 °C / 760.05 Torr
3.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C
4.1: sodium hydride / tetrahydrofuran / 3.25 h / 0 - 20 °C
5.1: manganese(IV) oxide / dichloromethane / 2 h / 20 °C
6.1: hydrogenchloride; water / tetrahydrofuran / 1 h / 20 °C
6.2: pH ~ 8
7.1: triethylamine / chloroform / 4.5 h / Heating / reflux
8.1: pyridine / acetonitrile / 5 h / 50 - 90 °C
9.1: hydrogenchloride / 1,4-dioxane; dichloromethane / 1 h / 20 °C
10.1: isopropylamine / methanol; acetonitrile / Resolution of racemate
11.1: methanol; chloroform / 2 h / 20 °C
11.2: 0.5 h / 20 °C
12.1: methanol
With
pyridine; hydrogenchloride; manganese(IV) oxide; water; hydrogen; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; isopropylamine; triethylamine;
palladium 10% on activated carbon;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; chloroform; N,N-dimethyl-formamide; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 13 steps
1.1: ethanol; water / 4 h / 0 °C / Heating / reflux
2.1: toluene-4-sulfonic acid / 20 °C
2.2: 0.33 h
3.1: hydrogen / palladium 10% on activated carbon / 1,4-dioxane / 20 °C / 760.05 Torr
4.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C
5.1: sodium hydride / tetrahydrofuran / 3.25 h / 0 - 20 °C
6.1: manganese(IV) oxide / dichloromethane / 2 h / 20 °C
7.1: hydrogenchloride; water / tetrahydrofuran / 1 h / 20 °C
7.2: pH ~ 8
8.1: triethylamine / chloroform / 4.5 h / Heating / reflux
9.1: pyridine / acetonitrile / 5 h / 50 - 90 °C
10.1: hydrogenchloride / 1,4-dioxane; dichloromethane / 1 h / 20 °C
11.1: isopropylamine / methanol; acetonitrile / Resolution of racemate
12.1: methanol; chloroform / 2 h / 20 °C
12.2: 0.5 h / 20 °C
13.1: methanol
With
pyridine; hydrogenchloride; manganese(IV) oxide; water; hydrogen; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; isopropylamine; triethylamine;
palladium 10% on activated carbon;
In
tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetonitrile;