Technology Process of (3aR,7S,7aS)-7-(3-formyl-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 15 articles about (3aR,7S,7aS)-7-(3-formyl-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:
-
(3aR,7S,7aS)-7-(4-methoxy-3-vinyl-benzyl)-2,2-dimethyl-5,5-dioxo-hexahydro-1-oxa-5λ6-thia-3-aza-indene-3-carboxylic acid tert-butyl ester;
With
sodium hydrogencarbonate; ozone;
In
methanol; dichloromethane;
at -78 ℃;
With
dimethylsulfide;
In
methanol; dichloromethane;
at -78 - 20 ℃;
for 5h;
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: ChiralPak-AD / tetrahydrofuran; hexane; tert-butyl methyl ether
2.1: tris-(dibenzylideneacetone)dipalladium(0); tributylphosphine; caesium carbonate / 1,4-dioxane / 170 °C / Microwave irradiation
3.1: ozone / methanol; dichloromethane / -78 °C
3.2: 25 °C
With
tris-(dibenzylideneacetone)dipalladium(0); tributylphosphine; caesium carbonate; ozone;
In
tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane; tert-butyl methyl ether;
2.1: Suzuki cross-coupling;
DOI:10.1016/j.bmcl.2011.02.038
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: dmap; triethylamine / 50 °C
2.1: methanol; caesium carbonate / 25 °C
3.1: sulfur trioxide pyridine complex; triethylamine / dimethyl sulfoxide / 25 °C
4.1: lithium aluminium tetrahydride / tetrahydrofuran / -70 °C
5.1: toluene-4-sulfonic acid / dichloromethane / Reflux
6.1: ChiralPak-AD / tetrahydrofuran; hexane; tert-butyl methyl ether
7.1: tris-(dibenzylideneacetone)dipalladium(0); tributylphosphine; caesium carbonate / 1,4-dioxane / 170 °C / Microwave irradiation
8.1: ozone / methanol; dichloromethane / -78 °C
8.2: 25 °C
With
methanol; dmap; tris-(dibenzylideneacetone)dipalladium(0); lithium aluminium tetrahydride; tributylphosphine; sulfur trioxide pyridine complex; caesium carbonate; toluene-4-sulfonic acid; ozone; triethylamine;
In
tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane; tert-butyl methyl ether; dimethyl sulfoxide;
3.1: Parikh-Doering oxidation / 7.1: Suzuki cross-coupling;
DOI:10.1016/j.bmcl.2011.02.038
