Technology Process of benzyl (3aS,7aS)-3a-[(tert-butoxycarbonyl)amino]hexahydropyrano[3,4-c]pyrrole-2(3H)-carboxylate
There total 8 articles about benzyl (3aS,7aS)-3a-[(tert-butoxycarbonyl)amino]hexahydropyrano[3,4-c]pyrrole-2(3H)-carboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
at 50 ℃;
for 1.5h;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: sodium tetrahydroborate / water; tetrahydrofuran; ethyl acetate / 10 h / 20 °C / Inert atmosphere
2.1: triethylamine; methanesulfonyl chloride / dichloromethane / 0.5 h / -10 °C / Inert atmosphere
2.2: 10 h / 40 °C / Inert atmosphere
3.1: hydrogen; palladium 10% on activated carbon; magnesium bromide / ethanol; ethyl acetate / 14 h / 20 °C / 22801.5 Torr / Autoclave
4.1: borane-THF / tetrahydrofuran / 3 h / 40 °C / Inert atmosphere
4.2: 4 h / 80 °C
4.3: 3 h / 35 °C
5.1: trifluoroacetic acid / dichloromethane / 15 h / 20 °C
6.1: triethylamine; diphenyl phosphoryl azide / toluene / 1.5 h / 110 °C / Inert atmosphere
6.2: 2 h / 50 °C
7.1: 1.5 h / 50 °C
With
sodium tetrahydroborate; borane-THF; diphenyl phosphoryl azide; palladium 10% on activated carbon; hydrogen; methanesulfonyl chloride; triethylamine; trifluoroacetic acid; magnesium bromide;
In
tetrahydrofuran; ethanol; dichloromethane; water; ethyl acetate; toluene;
DOI:10.1021/acs.jmedchem.8b00644
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.83 h / -40 - 0 °C / Inert atmosphere
2.1: sodium tetrahydroborate / water; tetrahydrofuran; ethyl acetate / 10 h / 20 °C / Inert atmosphere
3.1: triethylamine; methanesulfonyl chloride / dichloromethane / 0.5 h / -10 °C / Inert atmosphere
3.2: 10 h / 40 °C / Inert atmosphere
4.1: hydrogen; palladium 10% on activated carbon / ethyl acetate / 24 h / 38002.6 Torr
5.1: borane-THF / tetrahydrofuran / 3 h / 40 °C / Inert atmosphere
5.2: 4 h / 80 °C
5.3: 3 h / 35 °C
6.1: trifluoroacetic acid / dichloromethane / 15 h / 20 °C
7.1: triethylamine; diphenyl phosphoryl azide / toluene / 1.5 h / 110 °C / Inert atmosphere
7.2: 2 h / 50 °C
8.1: 1.5 h / 50 °C
With
sodium tetrahydroborate; borane-THF; diphenyl phosphoryl azide; palladium 10% on activated carbon; hydrogen; methanesulfonyl chloride; triethylamine; trifluoroacetic acid; lithium hexamethyldisilazane;
In
tetrahydrofuran; dichloromethane; water; ethyl acetate; toluene;
DOI:10.1021/acs.jmedchem.8b00644
