Technology Process of (1R,2R,4R,6S)-2-((tert-butoxycarbonyl)amino)-4-(3-((2-chloroimidazo[1,5-b]pyridazin-7-yl)amino)pyridin-4-yl)-6-methylcyclohexyl acetate
There total 15 articles about (1R,2R,4R,6S)-2-((tert-butoxycarbonyl)amino)-4-(3-((2-chloroimidazo[1,5-b]pyridazin-7-yl)amino)pyridin-4-yl)-6-methylcyclohexyl acetate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
3-(azidomethyl)-6-chloropyridazine;
With
trimethylphosphane;
In
tetrahydrofuran;
at 20 ℃;
for 0.25h;
(1R,2R,4R,6S)-2-((tert-butoxycarbonyl)amino)-4-(3-isothiocyanatopyridin-4-yl)-6-methylcyclohexyl acetate;
In
tetrahydrofuran;
at 20 ℃;
for 0.25h;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: potassium tert-butylate / tetrahydrofuran / 0.5 h
1.2: 20 °C
2.1: ammonium hydroxide; trimethylphosphane / water; pyridine / 2 h / 20 °C
3.1: sodium hydrogencarbonate / 1,4-dioxane / 2 h / 20 °C
4.1: pyridine / 20 °C
5.1: palladium 10% on activated carbon; hydrogen / methanol; ethyl acetate / 72 h / 20 °C
6.1: AD-H chiral column / isopropyl alcohol; n-heptane / Resolution of racemate
7.1: tetrahydrofuran / 2 h / 60 °C
8.1: trimethylphosphane / tetrahydrofuran / 0.25 h / 20 °C
8.2: 0.25 h / 20 °C
With
pyridine; ammonium hydroxide; palladium 10% on activated carbon; potassium tert-butylate; hydrogen; sodium hydrogencarbonate; trimethylphosphane;
In
tetrahydrofuran; 1,4-dioxane; pyridine; methanol; n-heptane; water; ethyl acetate; isopropyl alcohol;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: N-Bromosuccinimide; water / tetrahydrofuran / 0.5 h / 20 °C
2.1: potassium tert-butylate / tetrahydrofuran / 0.5 h
2.2: 20 °C
3.1: ammonium hydroxide; trimethylphosphane / water; pyridine / 2 h / 20 °C
4.1: sodium hydrogencarbonate / 1,4-dioxane / 2 h / 20 °C
5.1: pyridine / 20 °C
6.1: palladium 10% on activated carbon; hydrogen / methanol; ethyl acetate / 72 h / 20 °C
7.1: AD-H chiral column / isopropyl alcohol; n-heptane / Resolution of racemate
8.1: tetrahydrofuran / 2 h / 60 °C
9.1: trimethylphosphane / tetrahydrofuran / 0.25 h / 20 °C
9.2: 0.25 h / 20 °C
With
pyridine; ammonium hydroxide; N-Bromosuccinimide; palladium 10% on activated carbon; potassium tert-butylate; water; hydrogen; sodium hydrogencarbonate; trimethylphosphane;
In
tetrahydrofuran; 1,4-dioxane; pyridine; methanol; n-heptane; water; ethyl acetate; isopropyl alcohol;