Technology Process of diphenylcarbamic acid ((2R)-2,5-dihydroxy-1,2,3,4-tetrahydronaphth-2-yl)methyl ester
There total 18 articles about diphenylcarbamic acid ((2R)-2,5-dihydroxy-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
palladium 10% on activated carbon; ammonium formate;
In
tetrahydrofuran; methanol; water;
at 20 - 30 ℃;
for 3.5h;
Large scale;
DOI:10.1021/op3003085
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 5 h / 85 - 90 °C / Large scale
2.1: sodium tetrahydroborate / toluene; ethanol / 1 h / 5 - 30 °C / Large scale
3.1: potassium hydrogensulfate / toluene / 1 h / Reflux; Large scale
4.1: 3-chloro-benzenecarboperoxoic acid / toluene / 1.5 h / 5 - 30 °C / Large scale
5.1: toluene-4-sulfonic acid / toluene / 1 h / 85 - 90 °C / Large scale
6.1: trimethylsulfoxonium iodide; potassium tert-butylate / toluene / 2 h / 20 - 80 °C / Large scale
6.2: Large scale
7.1: toluene-4-sulfonic acid / tetrahydrofuran; water / 3 h / 20 - 35 °C / Large scale
8.1: methanesulfonyl chloride; 4-methyl-morpholine / tetrahydrofuran / 1 h / 20 - 30 °C / Large scale
8.2: 1 h / -10 - -5 °C / Large scale
8.3: 3.5 h / 20 - 30 °C / Large scale
9.1: pyridine / 4.5 h / 97 - 102 °C / Large scale
10.1: ammonium formate; palladium 10% on activated carbon / tetrahydrofuran; water; methanol / 3.5 h / 20 - 30 °C / Large scale
With
4-methyl-morpholine; pyridine; sodium tetrahydroborate; potassium hydrogensulfate; palladium 10% on activated carbon; potassium tert-butylate; ammonium formate; trimethylsulfoxonium iodide; potassium carbonate; toluene-4-sulfonic acid; methanesulfonyl chloride; 3-chloro-benzenecarboperoxoic acid;
In
tetrahydrofuran; methanol; ethanol; water; N,N-dimethyl-formamide; toluene;
5.1: |Meinwald Rearrangement;
DOI:10.1021/op3003085
- Guidance literature:
-
Multi-step reaction with 10 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
7.1: ethanol / 20 - 80 °C / Resolution of racemate; Large scale
8.1: water; sodium hydroxide / tetrahydrofuran; methanol / 1 h / 20 - 25 °C / Large scale
9.1: pyridine / 4.5 h / 97 - 102 °C / Large scale
10.1: ammonium formate; palladium 10% on activated carbon / tetrahydrofuran; water; methanol / 3.5 h / 20 - 30 °C / Large scale
With
pyridine; dmap; potassium hydrogensulfate; palladium 10% on activated carbon; potassium tert-butylate; water; ammonium formate; trimethylsulfoxonium iodide; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 3-chloro-benzenecarboperoxoic acid; sodium hydroxide;
In
tetrahydrofuran; methanol; ethanol; water; N,N-dimethyl-formamide; toluene;
3.1: |Meinwald Rearrangement;
DOI:10.1021/op3003085