Technology Process of (3S,4R)-benzyl 3-methyl-4-(3-tosyl-3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazin-8-yl)pyrrolidine-1-carboxylate
There total 10 articles about (3S,4R)-benzyl 3-methyl-4-(3-tosyl-3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazin-8-yl)pyrrolidine-1-carboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(3S,4R)-benzyl 3-methyl-4-(2-(5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-ylamino)acetyl)pyrrolidine-1-carboxylate;
With
Lawessons reagent;
In
1,4-dioxane;
at 70 ℃;
for 15h;
Inert atmosphere;
With
sodium perborate;
In
1,4-dioxane; water;
at 20 ℃;
for 15h;
With
water; sodium hydrogencarbonate;
In
1,4-dioxane;
for 1h;
Saturated solution;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: water; hydrogenchloride / 15 h / Reflux
2.1: sodium hydroxide; hydrogen; hydrogenchloride; 20% palladium hydroxide on charcoal / water / 16 h / 50 °C / 1551.49 Torr / pH Ca. 2.5
3.1: sodium hydroxide / water / pH Ca. 11
3.2: 6 h / pH Ca. 10 - Ca. 12
3.3: pH Ca. 2 - Ca. 3
4.1: acetonitrile / 16 h
5.1: hydrogenchloride / water; diethyl ether
5.2: 3 h
6.1: tetrahydrofuran; acetonitrile / 2 h / 0 - 10 °C
6.2: 1.5 h / 10 °C
7.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2 h
7.2: 2 h / 0 - 20 °C
8.1: trifluoroacetic acid / dichloromethane / 48 h / 20 °C / Inert atmosphere
9.1: Lawessons reagent / 1,4-dioxane / 15 h / 70 °C / Inert atmosphere
9.2: 15 h / 20 °C
9.3: 1 h / Saturated solution
With
Lawessons reagent; hydrogenchloride; 20% palladium hydroxide on charcoal; water; hydrogen; sodium hydride; trifluoroacetic acid; sodium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; mineral oil;
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2 h
1.2: 2 h / 0 - 20 °C
2.1: trifluoroacetic acid / dichloromethane / 48 h / 20 °C / Inert atmosphere
3.1: Lawessons reagent / 1,4-dioxane / 15 h / 70 °C / Inert atmosphere
3.2: 15 h / 20 °C
3.3: 1 h / Saturated solution
With
Lawessons reagent; sodium hydride; trifluoroacetic acid;
In
1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; mineral oil;