Technology Process of CarbaMic acid, N-[(1S)-1-(azidoMethyl)-2-[(3R)-tetrahydro-2H-pyran-3-yl]ethyl]-N-Methyl-, 1,1-diMethylethyl ester
There total 12 articles about CarbaMic acid, N-[(1S)-1-(azidoMethyl)-2-[(3R)-tetrahydro-2H-pyran-3-yl]ethyl]-N-Methyl-, 1,1-diMethylethyl 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:
-
tert-butyl (S)-1-azido-3-((R)-tetrahydro-2H-pyran-3-yl)propan-2-ylcarbamate;
With
lithium hexamethyldisilazane;
In
tetrahydrofuran;
at -78 ℃;
for 0.5h;
methyl iodide;
In
tetrahydrofuran;
at -78 - 0 ℃;
for 12h;
DOI:10.1021/ml200137x
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: toluene-4-sulfonic acid / acetone / 1 h / -20 - 20 °C
2.1: 1H-imidazole; dmap / dichloromethane / 16 h / 20 °C
3.1: dimethylsulfide borane complex / tetrahydrofuran / 5 h / Cooling with ice
3.2: 16 h / 20 °C
4.1: triethylamine / dichloromethane / 1 h / 0 - 20 °C
5.1: tetraethylammonium fluoride / tetrahydrofuran / 16 h / Reflux
6.1: water; acetic acid / 1.5 h / Heating
7.1: pyridine / dichloromethane / 16 h / 20 °C
8.1: sodium azide / N,N-dimethyl-formamide / 1.5 h / 80 °C / Inert atmosphere
9.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C
9.2: 12 h / -78 - 0 °C
With
pyridine; 1H-imidazole; dmap; sodium azide; dimethylsulfide borane complex; water; tetraethylammonium fluoride; toluene-4-sulfonic acid; acetic acid; triethylamine; lithium hexamethyldisilazane;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ml200137x
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 1H-imidazole; dmap / dichloromethane / 16 h / 20 °C
2.1: dimethylsulfide borane complex / tetrahydrofuran / 5 h / Cooling with ice
2.2: 16 h / 20 °C
3.1: triethylamine / dichloromethane / 1 h / 0 - 20 °C
4.1: tetraethylammonium fluoride / tetrahydrofuran / 16 h / Reflux
5.1: water; acetic acid / 1.5 h / Heating
6.1: pyridine / dichloromethane / 16 h / 20 °C
7.1: sodium azide / N,N-dimethyl-formamide / 1.5 h / 80 °C / Inert atmosphere
8.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C
8.2: 12 h / -78 - 0 °C
With
pyridine; 1H-imidazole; dmap; sodium azide; dimethylsulfide borane complex; water; tetraethylammonium fluoride; acetic acid; triethylamine; lithium hexamethyldisilazane;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ml200137x
