Technology Process of (1R,2S,35,4R,5S)-1-(acetoxymethyl)-5-(4-chloro-3-(4-(trifluoromethylsulfonyloxy)benzyl)phenyl)-6,8-dioxabicyclo[3.2.1]octane-2.3,4-triyl triacetate
There total 9 articles about (1R,2S,35,4R,5S)-1-(acetoxymethyl)-5-(4-chloro-3-(4-(trifluoromethylsulfonyloxy)benzyl)phenyl)-6,8-dioxabicyclo[3.2.1]octane-2.3,4-triyl triacetate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
triethylamine;
In
dichloromethane;
at 0 - 20 ℃;
for 2h;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: caesium carbonate / N,N-dimethyl-formamide / 2 h / 0 - 20 °C
2.1: n-butyllithium / tetrahydrofuran; hexanes / 0.5 h / -78 °C / Inert atmosphere
2.2: 3 h / -78 °C
2.3: 16 h / 20 °C
3.1: leutidine / 12 h / 0 - 20 °C
4.1: collidine / dimethyl sulfoxide / 0.75 h / 150 °C
5.1: sodium ethanolate / ethanol / 20 h / 55 °C
5.2: 0.33 h
6.1: trifluoroacetic acid / dichloromethane / 1 h / 0 - 20 °C
7.1: dmap; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1 h / 0 - 20 °C
8.1: 1,3-dimethylbarbituric acid / tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran / 1 h / 90 °C
9.1: triethylamine / dichloromethane / 2 h / 0 - 20 °C
With
dmap; n-butyllithium; 1,3-dimethylbarbituric acid; sodium ethanolate; caesium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; hexanes; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: n-butyllithium / tetrahydrofuran; hexanes / 0.5 h / -78 °C / Inert atmosphere
1.2: 3 h / -78 °C
1.3: 16 h / 20 °C
2.1: leutidine / 12 h / 0 - 20 °C
3.1: collidine / dimethyl sulfoxide / 0.75 h / 150 °C
4.1: sodium ethanolate / ethanol / 20 h / 55 °C
4.2: 0.33 h
5.1: trifluoroacetic acid / dichloromethane / 1 h / 0 - 20 °C
6.1: dmap; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1 h / 0 - 20 °C
7.1: 1,3-dimethylbarbituric acid / tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran / 1 h / 90 °C
8.1: triethylamine / dichloromethane / 2 h / 0 - 20 °C
With
dmap; n-butyllithium; 1,3-dimethylbarbituric acid; sodium ethanolate; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; hexanes; ethanol; dichloromethane; dimethyl sulfoxide;
