Technology Process of (4S,5S)-2-(tert-butoxycarbonyl-amino)-1-(benzoyloxy)-1-phenylpropane
There total 5 articles about (4S,5S)-2-(tert-butoxycarbonyl-amino)-1-(benzoyloxy)-1-phenylpropane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(4S,5R)-4-methyl-2,2-dioxo-5-phenyl-2γ6-[1,2,3]oxathiazolidine-3-carboxylic acid tert-butyl ester; benzoic acid;
With
cesium fluoride;
In
N,N-dimethyl-formamide;
at 60 ℃;
for 12h;
With
hydrogenchloride;
In
dichloromethane; water;
at 20 ℃;
for 1h;
optical yield given as %ee;
DOI:10.1021/jo300867y
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: toluene-4-sulfonic acid / toluene / 0.5 h / Reflux
2.1: formic acid; RhCl[(R,R)-TsDPEN](C5Me5); triethylamine / ethyl acetate / 0.25 h / 20 °C
3.1: dmap / dichloromethane / 0.17 h / 20 °C
4.1: cesium fluoride / N,N-dimethyl-formamide / 12 h / 60 °C
4.2: 1 h / 20 °C
With
dmap; formic acid; RhCl[(R,R)-TsDPEN](C5Me5); toluene-4-sulfonic acid; triethylamine; cesium fluoride;
In
dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo300867y
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: sulphamoyl chloride / N,N-dimethyl acetamide / 1 h / 20 °C
2.1: toluene-4-sulfonic acid / toluene / 0.5 h / Reflux
3.1: formic acid; RhCl[(R,R)-TsDPEN](C5Me5); triethylamine / ethyl acetate / 0.25 h / 20 °C
4.1: dmap / dichloromethane / 0.17 h / 20 °C
5.1: cesium fluoride / N,N-dimethyl-formamide / 12 h / 60 °C
5.2: 1 h / 20 °C
With
dmap; formic acid; RhCl[(R,R)-TsDPEN](C5Me5); sulphamoyl chloride; toluene-4-sulfonic acid; triethylamine; cesium fluoride;
In
dichloromethane; N,N-dimethyl acetamide; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo300867y