Technology Process of biphenyl-2-ylcarbamic acid 1-(2-{[4-(4-{[(R)-2-hydroxy-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethylamino]methyl}-phenylcarbamoyl)butyl]methylcarbamoyl}ethyl)piperidin-4-yl ester oxalate salt
There total 14 articles about biphenyl-2-ylcarbamic acid 1-(2-{[4-(4-{[(R)-2-hydroxy-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethylamino]methyl}-phenylcarbamoyl)butyl]methylcarbamoyl}ethyl)piperidin-4-yl ester oxalate salt which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1: hydrogen; sodium hydrogencarbonate / platinum(IV) oxide / ethanol / 2.25 h / Inert atmosphere
2: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 20 °C
3: hydrogenchloride; water / acetonitrile / 2 h / 50 °C
4: sodium tris(acetoxy)borohydride / dichloromethane; methanol / 2 h / 20 °C
5: triethylamine tris(hydrogen fluoride) / dichloromethane; N,N-dimethyl-formamide / 20 °C
6: ammonium hydroxide / dichloromethane; methanol
7: methanol / 20 - 30 °C / Sonication
With
hydrogenchloride; ammonium hydroxide; sodium tris(acetoxy)borohydride; water; hydrogen; sodium hydrogencarbonate; benzotriazol-1-ol; triethylamine tris(hydrogen fluoride); 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine;
platinum(IV) oxide;
In
methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 8 steps
1: toluene-4-sulfonic acid / toluene / 4 h / 120 °C
2: hydrogen; sodium hydrogencarbonate / platinum(IV) oxide / ethanol / 2.25 h / Inert atmosphere
3: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 20 °C
4: hydrogenchloride; water / acetonitrile / 2 h / 50 °C
5: sodium tris(acetoxy)borohydride / dichloromethane; methanol / 2 h / 20 °C
6: triethylamine tris(hydrogen fluoride) / dichloromethane; N,N-dimethyl-formamide / 20 °C
7: ammonium hydroxide / dichloromethane; methanol
8: methanol / 20 - 30 °C / Sonication
With
hydrogenchloride; ammonium hydroxide; sodium tris(acetoxy)borohydride; water; hydrogen; sodium hydrogencarbonate; benzotriazol-1-ol; toluene-4-sulfonic acid; triethylamine tris(hydrogen fluoride); 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine;
platinum(IV) oxide;
In
methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: hydrogenchloride / water; methanol / 168 h / 60 - 65 °C
2.1: benzotriazol-1-ol; 2,6-dimethylpyridine / dichloromethane / 3 h / 20 °C
2.2: 2 h / 20 °C
3.1: water; lithium hydroxide / 4 h / 20 °C
3.2: pH ~ 2
4.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 20 °C
5.1: hydrogenchloride; water / acetonitrile / 2 h / 50 °C
6.1: sodium tris(acetoxy)borohydride / dichloromethane; methanol / 2 h / 20 °C
7.1: triethylamine tris(hydrogen fluoride) / dichloromethane; N,N-dimethyl-formamide / 20 °C
8.1: ammonium hydroxide / dichloromethane; methanol
9.1: methanol / 20 - 30 °C / Sonication
With
2,6-dimethylpyridine; hydrogenchloride; ammonium hydroxide; sodium tris(acetoxy)borohydride; water; benzotriazol-1-ol; triethylamine tris(hydrogen fluoride); 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; lithium hydroxide;
In
methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
