Technology Process of (1R,3S)-3-[4-(5-biphenyl-2-yl-[1,2,4]oxadiazol-3-yl)-2-methyl-phenylamino]-cyclopentanecarboxylic acid ethyl ester
There total 9 articles about (1R,3S)-3-[4-(5-biphenyl-2-yl-[1,2,4]oxadiazol-3-yl)-2-methyl-phenylamino]-cyclopentanecarboxylic acid ethyl 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:
-
2-Biphenylcarboxylic acid;
With
benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
In
dichloromethane;
for 1h;
(1R,3S)-3-[4-(N'-hydroxycarbamimidoyl)-2-methyl-phenylamino]-cyclopentanecarboxylic acid ethyl ester;
In
dichloromethane;
at 20 ℃;
for 2.5h;
In
1,4-dioxane;
at 110 ℃;
for 2h;
Molecular sieve;
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: potassium carbonate / water; dimethyl sulfoxide / 110 °C / Inert atmosphere
1.2: pH 2
2.1: HATU / N,N-dimethyl-formamide / 0.5 h / 20 °C / Molecular sieve
2.2: 0 - 20 °C
3.1: hydroxylamine / ethanol / 50 °C
4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 1 h
4.2: 2.5 h / 20 °C
4.3: 2 h / 110 °C / Molecular sieve
With
hydroxylamine; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; HATU;
In
ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: potassium carbonate / water; dimethyl sulfoxide / 16 h / 100 °C
2.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 16 h / 20 °C
3.1: potassium bromide; acetic acid; sodium perborate / ammonium heptamolybdate tetrahydrate / 16 h / 20 °C
4.1: caesium carbonate / bis-triphenylphosphine-palladium(II) chloride / 1,2-dimethoxyethane; water / 90 °C / Inert atmosphere
5.1: hydroxylamine / ethanol / 50 °C
6.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 1 h
6.2: 2.5 h / 20 °C
6.3: 2 h / 110 °C / Molecular sieve
With
sodium perborate; hydroxylamine; potassium carbonate; benzotriazol-1-ol; caesium carbonate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; HATU; potassium bromide;
bis-triphenylphosphine-palladium(II) chloride; ammonium heptamolybdate tetrahydrate;
In
1,2-dimethoxyethane; ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
![(1R,3S)-3-[4-(N'-hydroxycarbamimidoyl)-2-methyl-phenylamino]-cyclopentanecarboxylic acid ethyl ester](/Databaselist/images/loading.webp)
