Technology Process of (3aR,4R,6S,6aS)-tert-butyl 4-((benzyloxy)methyl)-6-((Z)-3-(tert-butoxy)-1-hydroxy-3-oxoprop-1-en-2-yl)-2,2-dimethyldihydro-3aH-[1,3]dioxolo[4,5-c]pyrrole-5(4H)-carboxylate
There total 14 articles about (3aR,4R,6S,6aS)-tert-butyl 4-((benzyloxy)methyl)-6-((Z)-3-(tert-butoxy)-1-hydroxy-3-oxoprop-1-en-2-yl)-2,2-dimethyldihydro-3aH-[1,3]dioxolo[4,5-c]pyrrole-5(4H)-carboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(3aR,4R,6S,6aS)-tert-butyl 4-((benzyloxy)methyl)-6-(2-(tert-butoxy)-2-oxoethyl)-2,2-dimethyldihydro-3aH-[1,3]dioxolo[4,5-c]pyrrole-5(4H)-carboxylate;
With
sodium hydride;
In
N,N-dimethyl-formamide; mineral oil;
at 20 ℃;
for 1.33h;
Cooling with ice;
formic acid ethyl ester;
In
N,N-dimethyl-formamide; mineral oil;
at 20 ℃;
Cooling with ice;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: sodium tetrahydroborate; methanol / tetrahydrofuran / 22 h / -5 - 20 °C
2.1: pyridine; dmap / 4 h / 0 - 20 °C / Inert atmosphere
3.1: 48 h / 70 °C
4.1: hydrogen; palladium on activated charcoal / ethanol / 5 h / 4137.29 Torr
5.1: N-chloro-succinimide / toluene / 17 - 23 °C
5.2: 17 h / -5 - 5 °C
6.1: lithium diisopropyl amide / tetrahydrofuran / 0.33 h / -65 °C
6.2: 2 h / -65 - 20 °C
7.1: methanol / 20 °C
7.2: 19 h
8.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2 h / 0 - 20 °C
9.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1.33 h / 20 °C / Cooling with ice
9.2: 20 °C / Cooling with ice
With
pyridine; methanol; dmap; sodium tetrahydroborate; N-chloro-succinimide; palladium on activated charcoal; hydrogen; sodium hydride; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; ethanol; N,N-dimethyl-formamide; toluene; mineral oil;
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 1H-imidazole; dmap / N,N-dimethyl-formamide / 16 h / 0 - 20 °C / Inert atmosphere; Large scale
2.1: sodium tetrahydroborate; methanol / tetrahydrofuran / 22 h / -5 - 20 °C
3.1: pyridine; dmap / 4 h / 0 - 20 °C / Inert atmosphere
4.1: 48 h / 70 °C
5.1: hydrogen; palladium on activated charcoal / ethanol / 5 h / 4137.29 Torr
6.1: N-chloro-succinimide / toluene / 17 - 23 °C
6.2: 17 h / -5 - 5 °C
7.1: lithium diisopropyl amide / tetrahydrofuran / 0.33 h / -65 °C
7.2: 2 h / -65 - 20 °C
8.1: methanol / 20 °C
8.2: 19 h
9.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2 h / 0 - 20 °C
10.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1.33 h / 20 °C / Cooling with ice
10.2: 20 °C / Cooling with ice
With
pyridine; 1H-imidazole; methanol; dmap; sodium tetrahydroborate; N-chloro-succinimide; palladium on activated charcoal; hydrogen; sodium hydride; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; ethanol; N,N-dimethyl-formamide; toluene; mineral oil;
