Technology Process of ((1R,3R,5S)-5-acetoxy-3-hydroxy-2-methylenecyclopentyl)methyl 4-nitrobenzoate
There total 10 articles about ((1R,3R,5S)-5-acetoxy-3-hydroxy-2-methylenecyclopentyl)methyl 4-nitrobenzoate 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:
-
With
(1S)-10-camphorsulfonic acid;
In
methanol;
at 0 - 20 ℃;
for 3h;
Inert atmosphere;
DOI:10.1021/jo400607v
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 1H-imidazole / tetrahydrofuran / 5 h / 0 - 20 °C / Inert atmosphere
2: potassium carbonate; methanol / 1 h / 20 °C / Inert atmosphere
3: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 °C / Inert atmosphere
4: triethylamine; dmap / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere
5: 2,4,6-trimethyl-pyridine; zinc; bis(cyclopentadienyl)titanium dichloride; chloro-trimethyl-silane / tetrahydrofuran / 4 h / 20 °C / Inert atmosphere
6: triethylamine; dmap / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere
7: [(1S)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid; methanol / 4 h / 0 - 20 °C / Inert atmosphere; Enzymatic reaction
With
1H-imidazole; 2,4,6-trimethyl-pyridine; methanol; dmap; bis(cyclopentadienyl)titanium dichloride; chloro-trimethyl-silane; potassium carbonate; [(1S)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; zinc;
In
tetrahydrofuran; dichloromethane;
- Guidance literature:
-
Multi-step reaction with 6 steps
1: potassium carbonate; methanol / 1 h / 20 °C / Inert atmosphere
2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 °C / Inert atmosphere
3: triethylamine; dmap / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere
4: 2,4,6-trimethyl-pyridine; zinc; bis(cyclopentadienyl)titanium dichloride; chloro-trimethyl-silane / tetrahydrofuran / 4 h / 20 °C / Inert atmosphere
5: triethylamine; dmap / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere
6: [(1S)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid; methanol / 4 h / 0 - 20 °C / Inert atmosphere; Enzymatic reaction
With
2,4,6-trimethyl-pyridine; methanol; dmap; bis(cyclopentadienyl)titanium dichloride; chloro-trimethyl-silane; potassium carbonate; [(1S)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; zinc;
In
tetrahydrofuran; dichloromethane;
