Technology Process of (1R,3S,4S)-3-(benzyloxy)-4-(benzyloxymethyl)cyclopentanol
There total 3 articles about (1R,3S,4S)-3-(benzyloxy)-4-(benzyloxymethyl)cyclopentanol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(1S,3S,4S)-3-(benzyloxy)-4-(benzyloxymethyl)cyclopentanol;
With
methanesulfonyl chloride; triethylamine;
In
dichloromethane;
at 0 - 10 ℃;
for 1h;
Inert atmosphere;
With
tetrabutylammonium acetate;
In
tetrahydrofuran;
at 20 ℃;
for 20h;
With
sodium hydroxide;
In
methanol; water;
at 20 ℃;
for 1h;
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: 5% palladium on barium sulfate; hydrogen / tetrahydrofuran / 18 h / 20 °C / 5171.62 Torr
1.2: 1 h
2.1: triethylamine; methanesulfonyl chloride / dichloromethane / 1 h / 0 - 10 °C / Inert atmosphere
2.2: 20 h / 20 °C
2.3: 1 h / 20 °C
With
5% palladium on barium sulfate; hydrogen; methanesulfonyl chloride; triethylamine;
In
tetrahydrofuran; dichloromethane;
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: n-butyllithium; diisopropylamine / tert-butyl methyl ether; hexane / 1.67 h / -15 - -10 °C / Inert atmosphere
1.2: 0.5 h / -10 - 0 °C
2.1: 5% palladium on barium sulfate; hydrogen / tetrahydrofuran / 18 h / 20 °C / 5171.62 Torr
2.2: 1 h
3.1: triethylamine; methanesulfonyl chloride / dichloromethane / 1 h / 0 - 10 °C / Inert atmosphere
3.2: 20 h / 20 °C
3.3: 1 h / 20 °C
With
n-butyllithium; 5% palladium on barium sulfate; hydrogen; methanesulfonyl chloride; triethylamine; diisopropylamine;
In
tetrahydrofuran; hexane; dichloromethane; tert-butyl methyl ether;