Technology Process of tert-butyl (2S,3R)-3-tert-butoxy-1-(2-hydroxy-3,5,6-trimethoxyphenethylamino)-1-oxobutan-2-ylcarbamate
There total 8 articles about tert-butyl (2S,3R)-3-tert-butoxy-1-(2-hydroxy-3,5,6-trimethoxyphenethylamino)-1-oxobutan-2-ylcarbamate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
tert-butyl 2-hydroxy-3,5,6-trimethoxyphenethylcarbamate;
With
trifluoroacetic acid;
In
dichloromethane;
at 0 ℃;
for 0.5h;
(2S,3R)-3-tert-butoxy-2-tert-butoxycarbonylaminobutyric acid;
With
benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine;
In
N,N-dimethyl-formamide;
at 0 - 20 ℃;
DOI:10.1016/j.tet.2012.04.024
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: potassium hydroxide / ethanol / 2 h
2.1: potassium carbonate / acetone / 20 h / Reflux
3.1: 0.5 h / 190 °C / Microwave irradiation; neat (no solvent)
4.1: 1H-imidazole / N,N-dimethyl-formamide / 20 h / 20 °C
5.1: sodium periodate; osmium(VIII) oxide / diethyl ether; water; tert-butyl alcohol / 40 h / 20 °C
6.1: tert-butyldimethylsilane; trifluoroacetic acid / acetonitrile / 18 h / 20 °C
7.1: tetrabutyl ammonium fluoride; triethylamine / tetrahydrofuran / 1 h / 20 °C
8.1: trifluoroacetic acid / dichloromethane / 0.5 h / 0 °C
8.2: 0 - 20 °C
With
1H-imidazole; sodium periodate; osmium(VIII) oxide; tert-butyldimethylsilane; tetrabutyl ammonium fluoride; potassium carbonate; triethylamine; trifluoroacetic acid; potassium hydroxide;
In
tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile; tert-butyl alcohol;
3.1: Claisen rearrangement / 5.1: Lemieux-Johnson oxidative cleavage;
DOI:10.1016/j.tet.2012.04.024
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 0.5 h / 190 °C / Microwave irradiation; neat (no solvent)
2.1: 1H-imidazole / N,N-dimethyl-formamide / 20 h / 20 °C
3.1: sodium periodate; osmium(VIII) oxide / diethyl ether; water; tert-butyl alcohol / 40 h / 20 °C
4.1: tert-butyldimethylsilane; trifluoroacetic acid / acetonitrile / 18 h / 20 °C
5.1: tetrabutyl ammonium fluoride; triethylamine / tetrahydrofuran / 1 h / 20 °C
6.1: trifluoroacetic acid / dichloromethane / 0.5 h / 0 °C
6.2: 0 - 20 °C
With
1H-imidazole; sodium periodate; osmium(VIII) oxide; tert-butyldimethylsilane; tetrabutyl ammonium fluoride; triethylamine; trifluoroacetic acid;
In
tetrahydrofuran; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;
1.1: Claisen rearrangement / 3.1: Lemieux-Johnson oxidative cleavage;
DOI:10.1016/j.tet.2012.04.024
