Technology Process of 3-[1-({4-[(4aR,10bR)-9-ethoxy-8-methoxy-3,4,4a,10b-tetrahydro-1H-thiopyrano[4,3-c]isoquinolin-6-yl]phenyl}carbonyl)piperidin-4-yl]-6-phenyl-1-{[3-(propoxymethyl)-1,2,4-oxadiazol-5-yl]methyl}thieno[3,2-d]pyrimidine-2,4(1H,3H)-dione
There total 17 articles about 3-[1-({4-[(4aR,10bR)-9-ethoxy-8-methoxy-3,4,4a,10b-tetrahydro-1H-thiopyrano[4,3-c]isoquinolin-6-yl]phenyl}carbonyl)piperidin-4-yl]-6-phenyl-1-{[3-(propoxymethyl)-1,2,4-oxadiazol-5-yl]methyl}thieno[3,2-d]pyrimidine-2,4(1H,3H)-dione which
guide to synthetic route it.
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synthetic route:
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1312599-61-3
3-[1-({4-[(4aR,10bR)-9-ethoxy-8-methoxy-3,4,4a,10b-tetrahydro-1H-thiopyrano[4,3-c]isoquinolin-6-yl]phenyl}carbonyl)piperidin-4-yl]-6-phenyl-1-{[3-(propoxymethyl)-1,2,4-oxadiazol-5-yl]methyl}thieno[3,2-d]pyrimidine-2,4(1H,3H)-dione
- Guidance literature:
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4-[(4aR,10bR)-9-ethoxy-8-methoxy-3,4,4a,10b-tetrahydro-1H-thiopyrano[4,3-c]isoquinolin-6-yl]benzoic acid;
With
1-hydroxy-7-aza-benzotriazole; O-<[cyano(ethoxycarbonyl)methylene]amino>-1,1,3,3-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine;
In
N,N-dimethyl-formamide;
at 20 ℃;
for 0.5h;
6-phenyl-3-(piperidin-4-yl)-1-{[3-(propoxymethyl)-1,2,4-oxadiazol-5-yl]methyl}thieno[3,2-d]pyrimidine-2,4(1H,3H)-dione trifluoroacetate;
In
N,N-dimethyl-formamide;
at 20 ℃;
for 1h;
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1312599-61-3
3-[1-({4-[(4aR,10bR)-9-ethoxy-8-methoxy-3,4,4a,10b-tetrahydro-1H-thiopyrano[4,3-c]isoquinolin-6-yl]phenyl}carbonyl)piperidin-4-yl]-6-phenyl-1-{[3-(propoxymethyl)-1,2,4-oxadiazol-5-yl]methyl}thieno[3,2-d]pyrimidine-2,4(1H,3H)-dione
- Guidance literature:
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Multi-step reaction with 5 steps
1.1: N,N-dimethyl-formamide / dichloromethane / 0.33 h / 20 °C / Inert atmosphere
1.2: 4 h / 0 - 20 °C / Inert atmosphere
2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere
3.1: potassium carbonate; trichlorophosphate / acetonitrile / 17 h / 0 °C / Reflux
4.1: sodium hydroxide; water / 1,4-dioxane / 1.5 h / 20 °C
5.1: 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; O-<[cyano(ethoxycarbonyl)methylene]amino>-1,1,3,3-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 0.5 h / 20 °C
5.2: 1 h / 20 °C
With
1-hydroxy-7-aza-benzotriazole; O-<[cyano(ethoxycarbonyl)methylene]amino>-1,1,3,3-tetramethyluronium tetrafluoroborate; water; potassium carbonate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; trichlorophosphate;
N,N-dimethyl-formamide;
In
1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
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1312599-61-3
3-[1-({4-[(4aR,10bR)-9-ethoxy-8-methoxy-3,4,4a,10b-tetrahydro-1H-thiopyrano[4,3-c]isoquinolin-6-yl]phenyl}carbonyl)piperidin-4-yl]-6-phenyl-1-{[3-(propoxymethyl)-1,2,4-oxadiazol-5-yl]methyl}thieno[3,2-d]pyrimidine-2,4(1H,3H)-dione
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: tetrahydrofuran / 17 h / 0 - 20 °C / Inert atmosphere
1.2: 3 h / 0 - 20 °C / Inert atmosphere
2.1: sodium methylate / methanol / 72 h / 20 °C / Reflux
3.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 0.25 h / 20 °C
3.2: 3 h / 65 °C
4.1: dichloromethane / 1 h / 20 °C
5.1: 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; O-<[cyano(ethoxycarbonyl)methylene]amino>-1,1,3,3-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 0.5 h / 20 °C
5.2: 1 h / 20 °C
With
1-hydroxy-7-aza-benzotriazole; O-<[cyano(ethoxycarbonyl)methylene]amino>-1,1,3,3-tetramethyluronium tetrafluoroborate; carbon tetrabromide; sodium methylate; N-ethyl-N,N-diisopropylamine; triphenylphosphine;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;