Technology Process of (-)-(1S,4R)-camphanic acid [(5-benzyloxy-2-hydroxy-1,2,3,4-tetrahydronaphth-2-yl)methyl]ester
There total 11 articles about (-)-(1S,4R)-camphanic acid [(5-benzyloxy-2-hydroxy-1,2,3,4-tetrahydronaphth-2-yl)methyl]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:
-
With
dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
In
N,N-dimethyl-formamide;
at 5 - 10 ℃;
for 2h;
Large scale;
DOI:10.1021/op3003085
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: sodium tetrahydroborate / toluene; ethanol / 1 h / 5 - 30 °C / Large scale
2.1: potassium hydrogensulfate / toluene / 1 h / Reflux; Large scale
3.1: 3-chloro-benzenecarboperoxoic acid / toluene / 1.5 h / 5 - 30 °C / Large scale
4.1: toluene-4-sulfonic acid / toluene / 1 h / 85 - 90 °C / Large scale
5.1: trimethylsulfoxonium iodide; potassium tert-butylate / toluene / 2 h / 20 - 80 °C / Large scale
5.2: Large scale
6.1: toluene-4-sulfonic acid / tetrahydrofuran; water / 3 h / 20 - 35 °C / Large scale
7.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / N,N-dimethyl-formamide / 2 h / 5 - 10 °C / Large scale
With
dmap; sodium tetrahydroborate; potassium hydrogensulfate; potassium tert-butylate; trimethylsulfoxonium iodide; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 3-chloro-benzenecarboperoxoic acid;
In
tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; toluene;
4.1: |Meinwald Rearrangement;
DOI:10.1021/op3003085
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: potassium hydrogensulfate / toluene / 1 h / Reflux; Large scale
2.1: 3-chloro-benzenecarboperoxoic acid / toluene / 1.5 h / 5 - 30 °C / Large scale
3.1: toluene-4-sulfonic acid / toluene / 1 h / 85 - 90 °C / Large scale
4.1: trimethylsulfoxonium iodide; potassium tert-butylate / toluene / 2 h / 20 - 80 °C / Large scale
4.2: Large scale
5.1: toluene-4-sulfonic acid / tetrahydrofuran; water / 3 h / 20 - 35 °C / Large scale
6.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / N,N-dimethyl-formamide / 2 h / 5 - 10 °C / Large scale
With
dmap; potassium hydrogensulfate; potassium tert-butylate; trimethylsulfoxonium iodide; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 3-chloro-benzenecarboperoxoic acid;
In
tetrahydrofuran; water; N,N-dimethyl-formamide; toluene;
3.1: |Meinwald Rearrangement;
DOI:10.1021/op3003085
