Technology Process of (4R)-tert-butyl 2-((4S,5S)-4-benzyl-2-oxooxazolidin-5-yl)-4-(benzyloxy)pyrrolidine-1-carboxylate
There total 10 articles about (4R)-tert-butyl 2-((4S,5S)-4-benzyl-2-oxooxazolidin-5-yl)-4-(benzyloxy)pyrrolidine-1-carboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
diphenyl phosphoryl azide; triethylamine;
In
toluene;
at 80 ℃;
for 2h;
Inert atmosphere;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: silver(l) oxide / N,N-dimethyl-formamide / 36 h / 0 °C
2.1: lithium borohydride / tetrahydrofuran / 0 - 20 °C
2.2: 0 °C / pH 4
3.1: triethylamine; sulfur trioxide pyridine complex / dimethyl sulfoxide / 0.5 h / 0 - 20 °C
4.1: di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 °C / Inert atmosphere
4.2: -78 - 20 °C / Inert atmosphere
4.3: 1 h / 0 °C / Aqueous phosphate buffer
5.1: dihydrogen peroxide; lithium hydroxide monohydrate / water; tetrahydrofuran / 0 °C
5.2: 0.5 h / 0 °C
5.3: pH 2
6.1: triethylamine; diphenyl phosphoryl azide / toluene / 2 h / 80 °C / Inert atmosphere
With
lithium borohydride; lithium hydroxide monohydrate; di-n-butylboryl trifluoromethanesulfonate; diphenyl phosphoryl azide; dihydrogen peroxide; sulfur trioxide pyridine complex; triethylamine; N-ethyl-N,N-diisopropylamine; silver(l) oxide;
In
tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: dmap; triethylamine / water; acetone
2.1: silver(l) oxide / N,N-dimethyl-formamide / 36 h / 0 °C
3.1: lithium borohydride / tetrahydrofuran / 0 - 20 °C
3.2: 0 °C / pH 4
4.1: triethylamine; sulfur trioxide pyridine complex / dimethyl sulfoxide / 0.5 h / 0 - 20 °C
5.1: di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 °C / Inert atmosphere
5.2: -78 - 20 °C / Inert atmosphere
5.3: 1 h / 0 °C / Aqueous phosphate buffer
6.1: dihydrogen peroxide; lithium hydroxide monohydrate / water; tetrahydrofuran / 0 °C
6.2: 0.5 h / 0 °C
6.3: pH 2
7.1: triethylamine; diphenyl phosphoryl azide / toluene / 2 h / 80 °C / Inert atmosphere
With
dmap; lithium borohydride; lithium hydroxide monohydrate; di-n-butylboryl trifluoromethanesulfonate; diphenyl phosphoryl azide; dihydrogen peroxide; sulfur trioxide pyridine complex; triethylamine; N-ethyl-N,N-diisopropylamine; silver(l) oxide;
In
tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; toluene;