Technology Process of (5S,6S,7R,8S)-5-(4-chloro-3-(4-(pyrrolidin-1-yl)benzyl)phenyl)-4-oxaspiro[2.5]octane-6,7,8-triyl triacetate
There total 15 articles about (5S,6S,7R,8S)-5-(4-chloro-3-(4-(pyrrolidin-1-yl)benzyl)phenyl)-4-oxaspiro[2.5]octane-6,7,8-triyl triacetate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
acetic acid (5S,6S,7R,8S)-7,8-diacetoxy-5-[4-chloro-3-(4-trifluoromethanesulfonyloxy-benzyl)-phenyl]-4-oxa-spiro[2.5]oct-6-ylester.;
With
johnphos; sodium t-butanolate;
palladium diacetate;
In
toluene;
for 0.25h;
Inert atmosphere;
pyrrolidine;
In
toluene;
for 0.25h;
Inert atmosphere;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 1H-imidazole; triphenylphosphine; iodine / dichloromethane / 18 h / 0 °C / Reflux
2.1: sodium methylate / methanol / 0 - 45 °C
3.1: sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C
3.2: 18 h / 20 °C
4.1: diethylzinc / hexane; diethyl ether / 8 h / 20 - 40 °C
5.1: hydrogenchloride; hydrogen; water / palladium 10% on activated carbon / methanol / 18 h / 20 °C
6.1: dmap; pyridine / dichloromethane / 20 °C
7.1: boron tribromide / dichloromethane / -78 - -15 °C
8.1: pyridine / 0 - 20 °C
9.1: sodium t-butanolate; johnphos / palladium diacetate / toluene / 0.25 h / Inert atmosphere
9.2: 0.25 h / Inert atmosphere
With
pyridine; 1H-imidazole; hydrogenchloride; dmap; water; hydrogen; iodine; diethylzinc; sodium methylate; boron tribromide; sodium hydride; triphenylphosphine; johnphos; sodium t-butanolate;
palladium 10% on activated carbon; palladium diacetate;
In
methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: sodium methylate / methanol / 0 - 45 °C
2.1: sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C
2.2: 18 h / 20 °C
3.1: diethylzinc / hexane; diethyl ether / 8 h / 20 - 40 °C
4.1: hydrogenchloride; hydrogen; water / palladium 10% on activated carbon / methanol / 18 h / 20 °C
5.1: dmap; pyridine / dichloromethane / 20 °C
6.1: boron tribromide / dichloromethane / -78 - -15 °C
7.1: pyridine / 0 - 20 °C
8.1: sodium t-butanolate; johnphos / palladium diacetate / toluene / 0.25 h / Inert atmosphere
8.2: 0.25 h / Inert atmosphere
With
pyridine; hydrogenchloride; dmap; water; hydrogen; diethylzinc; sodium methylate; boron tribromide; sodium hydride; johnphos; sodium t-butanolate;
palladium 10% on activated carbon; palladium diacetate;
In
methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
