Technology Process of (3aR,7S,7aS)-7-(3-bromo-4-methoxy-benzyl)-2,2-dimethyl-5,5-dioxo-hexahydro-1-oxa-5λ6-thia-3-aza-indene-3-carboxylic acid tert-butyl ester
There total 13 articles about (3aR,7S,7aS)-7-(3-bromo-4-methoxy-benzyl)-2,2-dimethyl-5,5-dioxo-hexahydro-1-oxa-5λ6-thia-3-aza-indene-3-carboxylic acid tert-butyl ester which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 steps
1: dmap; triethylamine / 50 °C
2: methanol; caesium carbonate / 25 °C
3: sulfur trioxide pyridine complex; triethylamine / dimethyl sulfoxide / 25 °C
4: lithium aluminium tetrahydride / tetrahydrofuran / -70 °C
5: toluene-4-sulfonic acid / dichloromethane / Reflux
6: ChiralPak-AD / tetrahydrofuran; hexane; tert-butyl methyl ether
With
methanol; dmap; lithium aluminium tetrahydride; sulfur trioxide pyridine complex; caesium carbonate; toluene-4-sulfonic acid; triethylamine;
In
tetrahydrofuran; hexane; dichloromethane; tert-butyl methyl ether; dimethyl sulfoxide;
3: Parikh-Doering oxidation;
DOI:10.1016/j.bmcl.2011.02.038
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: diphenyl phosphoryl azide; triethylamine / 1,4-dioxane
1.2: Reflux
2.1: dmap; triethylamine / 50 °C
3.1: methanol; caesium carbonate / 25 °C
4.1: sulfur trioxide pyridine complex; triethylamine / dimethyl sulfoxide / 25 °C
5.1: lithium aluminium tetrahydride / tetrahydrofuran / -70 °C
6.1: toluene-4-sulfonic acid / dichloromethane / Reflux
7.1: ChiralPak-AD / tetrahydrofuran; hexane; tert-butyl methyl ether
With
methanol; dmap; lithium aluminium tetrahydride; diphenyl phosphoryl azide; sulfur trioxide pyridine complex; caesium carbonate; toluene-4-sulfonic acid; triethylamine;
In
tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; tert-butyl methyl ether; dimethyl sulfoxide;
1.1: Curtius rearrangement / 1.2: Curtius rearrangement / 4.1: Parikh-Doering oxidation;
DOI:10.1016/j.bmcl.2011.02.038
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: sodium hydroxide / 1,4-dioxane / 25 °C
2.1: diphenyl phosphoryl azide; triethylamine / 1,4-dioxane
2.2: Reflux
3.1: dmap; triethylamine / 50 °C
4.1: methanol; caesium carbonate / 25 °C
5.1: sulfur trioxide pyridine complex; triethylamine / dimethyl sulfoxide / 25 °C
6.1: lithium aluminium tetrahydride / tetrahydrofuran / -70 °C
7.1: toluene-4-sulfonic acid / dichloromethane / Reflux
8.1: ChiralPak-AD / tetrahydrofuran; hexane; tert-butyl methyl ether
With
methanol; dmap; lithium aluminium tetrahydride; diphenyl phosphoryl azide; sulfur trioxide pyridine complex; caesium carbonate; toluene-4-sulfonic acid; triethylamine; sodium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; tert-butyl methyl ether; dimethyl sulfoxide;
2.1: Curtius rearrangement / 2.2: Curtius rearrangement / 5.1: Parikh-Doering oxidation;
DOI:10.1016/j.bmcl.2011.02.038
