Technology Process of (1aR,7aS)-N-{3-[4-(4-fluoro-benzyl)-7-hydroxy-5-oxo-1,1a,2,3,4,5-hexahydro-3a,4-diaza-cyclopropano[c]inden-6-yl]-1,1-dioxo-1,4-dihydro-1λ6-benzo[1,2,4]thiadiazin-7-yl }-methanesulfonamide
There total 11 articles about (1aR,7aS)-N-{3-[4-(4-fluoro-benzyl)-7-hydroxy-5-oxo-1,1a,2,3,4,5-hexahydro-3a,4-diaza-cyclopropano[c]inden-6-yl]-1,1-dioxo-1,4-dihydro-1λ6-benzo[1,2,4]thiadiazin-7-yl }-methanesulfonamide 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:
-
-
1033766-07-2
(1aR,7aS)-N-{3-[4-(4-fluoro-benzyl)-7-hydroxy-5-oxo-1,1a,2,3,4,5-hexahydro-3a,4-diaza-cyclopropano[c]inden-6-yl]-1,1-dioxo-1,4-dihydro-1λ6-benzo[1,2,4]thiadiazin-7-yl }-methanesulfonamide
- Guidance literature:
-
(7-methanesulfonylamino-1,1-dioxo-1,4-dihydro-1λ6-benzo[e][1,2,4]thiadiazin-3-yl)-acetic acid; (1S,5R)-2-(4-fluoro-benzylamino)-2-aza-bicyclo[3.1.0]hexane-1-carboxylic acid methyl ester;
With
4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
In
N,N-dimethyl-formamide;
at 25 ℃;
for 16h;
With
1,8-diazabicyclo[5.4.0]undec-7-ene;
In
N,N-dimethyl-formamide;
at 80 ℃;
for 23h;
-
-
1033766-07-2
(1aR,7aS)-N-{3-[4-(4-fluoro-benzyl)-7-hydroxy-5-oxo-1,1a,2,3,4,5-hexahydro-3a,4-diaza-cyclopropano[c]inden-6-yl]-1,1-dioxo-1,4-dihydro-1λ6-benzo[1,2,4]thiadiazin-7-yl }-methanesulfonamide
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: ammonia; ammonium carbonate / copper(II) sulfide / water / 4 h / 120 °C
2.1: hydrogen / palladium 10% on activated carbon / tetrahydrofuran / 26 h / 25 °C / 760.05 Torr
3.1: pyridine / acetonitrile / 16 h / 25 °C
4.1: diethyl ether; N,N-dimethyl acetamide / 1 h / 25 °C
5.1: sodium hydroxide / water / 1.5 h / 100 °C
5.2: 0 °C / pH 1 - 2
6.1: 4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 16 h / 25 °C
6.2: 23 h / 80 °C
With
4-methyl-morpholine; pyridine; sodium hydroxide; ammonia; hydrogen; ammonium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
palladium 10% on activated carbon; copper(II) sulfide;
In
tetrahydrofuran; diethyl ether; N,N-dimethyl acetamide; water; N,N-dimethyl-formamide; acetonitrile;
-
-
1033766-07-2
(1aR,7aS)-N-{3-[4-(4-fluoro-benzyl)-7-hydroxy-5-oxo-1,1a,2,3,4,5-hexahydro-3a,4-diaza-cyclopropano[c]inden-6-yl]-1,1-dioxo-1,4-dihydro-1λ6-benzo[1,2,4]thiadiazin-7-yl }-methanesulfonamide
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: thionyl chloride / N,N-dimethyl-formamide / 4 h / Heating / reflux
2.1: ammonia / tetrahydrofuran; water; toluene / 2 h / -10 °C
2.2: pH 4
3.1: ammonia; ammonium carbonate / copper(II) sulfide / water / 4 h / 120 °C
4.1: hydrogen / palladium 10% on activated carbon / tetrahydrofuran / 26 h / 25 °C / 760.05 Torr
5.1: pyridine / acetonitrile / 16 h / 25 °C
6.1: diethyl ether; N,N-dimethyl acetamide / 1 h / 25 °C
7.1: sodium hydroxide / water / 1.5 h / 100 °C
7.2: 0 °C / pH 1 - 2
8.1: 4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 16 h / 25 °C
8.2: 23 h / 80 °C
With
4-methyl-morpholine; pyridine; sodium hydroxide; thionyl chloride; ammonia; hydrogen; ammonium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
palladium 10% on activated carbon; copper(II) sulfide;
In
tetrahydrofuran; diethyl ether; N,N-dimethyl acetamide; water; N,N-dimethyl-formamide; toluene; acetonitrile;