Technology Process of (1R,3S)-3-[4-(5-biphenyl-3-yl-[1,2,4]oxadiazol-3-yl)-2-methyl-phenylamino]-cyclopentanecarboxylic acid
There total 7 articles about (1R,3S)-3-[4-(5-biphenyl-3-yl-[1,2,4]oxadiazol-3-yl)-2-methyl-phenylamino]-cyclopentanecarboxylic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(1R,3S)-3-[4-(5-biphenyl-3-yl-[1,2,4]oxadiazol-3-yl)-2-methyl-phenylamino]-cyclopentanecarboxylic acid ethyl ester;
With
water; lithium hydroxide;
In
1,4-dioxane;
at 20 ℃;
for 4h;
With
hydrogenchloride;
In
1,4-dioxane; water;
- Guidance literature:
-
Multi-step reaction with 5 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
5.1: water; lithium hydroxide / 1,4-dioxane / 4 h / 20 °C
With
water; hydroxylamine; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; HATU; lithium hydroxide;
In
1,4-dioxane; ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 7 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
7.1: water; lithium hydroxide / 1,4-dioxane / 4 h / 20 °C
With
sodium perborate; water; 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; lithium hydroxide;
bis-triphenylphosphine-palladium(II) chloride; ammonium heptamolybdate tetrahydrate;
In
1,4-dioxane; 1,2-dimethoxyethane; ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
![(1R,3S)-3-[4-(5-biphenyl-3-yl-[1,2,4]oxadiazol-3-yl)-2-methyl-phenylamino]-cyclopentanecarboxylic acid ethyl ester](/Databaselist/images/loading.webp)
