Technology Process of 6-{[(5R,7S)-1-(3-fluorophenyl)-7-methyl-2,2-dioxido-2-thia-1,8-diazaspiro[4.5]dec-8-yl]methyl}-4-isopropoxypyridin-3-ol
There total 13 articles about 6-{[(5R,7S)-1-(3-fluorophenyl)-7-methyl-2,2-dioxido-2-thia-1,8-diazaspiro[4.5]dec-8-yl]methyl}-4-isopropoxypyridin-3-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 2,6-dimethylpyridine / dichloromethane / 19 h / 0 - 40 °C
2: sodium methylate; sodium hydrogencarbonate / methanol; ethyl acetate / 18 h / 20 °C
3: lithium hydroxide; water / tetrahydrofuran / 18 h / Reflux
4: hydrogenchloride; water / methanol / 0.5 h
5: sodium tetrahydroborate; methanol / 1 h / 20 °C
6: triethylamine / dichloromethane / 1 h / 0 °C
7: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0.5 h / 0 °C
8: hydrogenchloride / 1,4-dioxane; water / 3 h / Reflux
9: caesium carbonate / N,N-dimethyl-formamide / 18 h
10: hydrogen; palladium 10% on activated carbon / methanol / 50 °C / 760.05 Torr
With
2,6-dimethylpyridine; hydrogenchloride; methanol; sodium tetrahydroborate; palladium 10% on activated carbon; water; hydrogen; sodium methylate; sodium hydrogencarbonate; caesium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 10 steps
1: acetic acid / 18 h / 20 °C
2: 2,6-dimethylpyridine / dichloromethane / 19 h / 0 - 40 °C
3: lithium hydroxide; water / tetrahydrofuran / 18 h / Reflux
4: hydrogenchloride; water / methanol / 0.5 h
5: sodium tetrahydroborate; methanol / 1 h / 20 °C
6: triethylamine / dichloromethane / 1 h / 0 °C
7: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0.5 h / 0 °C
8: hydrogenchloride / 1,4-dioxane; water / 3 h / Reflux
9: caesium carbonate / N,N-dimethyl-formamide / 18 h
10: hydrogen; palladium 10% on activated carbon / methanol / 50 °C / 760.05 Torr
With
2,6-dimethylpyridine; hydrogenchloride; methanol; sodium tetrahydroborate; palladium 10% on activated carbon; water; hydrogen; caesium carbonate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 10 steps
1: acetic acid / 18 h / 20 °C
2: 2,6-dimethylpyridine / dichloromethane / 19 h / 0 - 40 °C
3: lithium hydroxide; water / tetrahydrofuran / 18 h / Reflux
4: hydrogenchloride; water / methanol / 0.5 h
5: sodium tetrahydroborate; methanol / 1 h / 20 °C
6: triethylamine / dichloromethane / 1 h / 0 °C
7: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0.5 h / 0 °C
8: hydrogenchloride / 1,4-dioxane; water / 3 h / Reflux
9: caesium carbonate / N,N-dimethyl-formamide / 18 h
10: hydrogen; palladium 10% on activated carbon / methanol / 50 °C / 760.05 Torr
With
2,6-dimethylpyridine; hydrogenchloride; methanol; sodium tetrahydroborate; palladium 10% on activated carbon; water; hydrogen; caesium carbonate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;
![benzyl (2S,4R)-4-cyano-4-[(3-fluorophenyl)amino]-2-methyl-piperidine-1-carboxylate](/Databaselist/images/loading.webp)
