Technology Process of diphenylcarbamic acid [((2R)-5-benzyloxy-2-hydroxy-1,2,3,4-tetrahydronaphth-2-yl)methyl]ester
There total 13 articles about diphenylcarbamic acid [((2R)-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
pyridine;
at 97 - 102 ℃;
for 4.5h;
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: potassium hydroxide; water / dimethyl sulfoxide
6.1: toluene-4-sulfonic acid / toluene
7.1: trimethylsulfoxonium iodide; potassium tert-butylate / toluene / 2 h / 20 - 80 °C / Large scale
7.2: Large scale
8.1: toluene-4-sulfonic acid / tetrahydrofuran; water / 3 h / 20 - 35 °C / Large scale
9.1: methanesulfonyl chloride; 4-methyl-morpholine / tetrahydrofuran / 1 h / 20 - 30 °C / Large scale
9.2: 1 h / -10 - -5 °C / Large scale
9.3: 3.5 h / 20 - 30 °C / Large scale
10.1: pyridine / 4.5 h / 97 - 102 °C / Large scale
With
4-methyl-morpholine; pyridine; sodium tetrahydroborate; potassium hydrogensulfate; potassium tert-butylate; water; trimethylsulfoxonium iodide; potassium carbonate; toluene-4-sulfonic acid; methanesulfonyl chloride; 3-chloro-benzenecarboperoxoic acid; potassium hydroxide;
In
tetrahydrofuran; ethanol; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
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: potassium hydroxide; water / dimethyl sulfoxide
4.1: toluene-4-sulfonic acid / toluene
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
8.1: ethanol / 20 - 80 °C / Resolution of racemate; Large scale
9.1: water; sodium hydroxide / tetrahydrofuran; methanol / 1 h / 20 - 25 °C / Large scale
10.1: pyridine / 4.5 h / 97 - 102 °C / Large scale
With
pyridine; dmap; potassium hydrogensulfate; potassium tert-butylate; water; trimethylsulfoxonium iodide; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 3-chloro-benzenecarboperoxoic acid; potassium hydroxide; sodium hydroxide;
In
tetrahydrofuran; methanol; ethanol; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
DOI:10.1021/op3003085