Technology Process of N-[(2R,4aS,8aS)-4-[(3,5-dihydroxyphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalen-2-yl]piperidine-4-carboxamide
There total 11 articles about N-[(2R,4aS,8aS)-4-[(3,5-dihydroxyphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalen-2-yl]piperidine-4-carboxamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
hydrogenchloride;
In
isopropyl alcohol;
at 20 ℃;
for 24h;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: pyridinium chlorochromate / dichloromethane / 2 h / 20 °C
2.1: tin(IV) chloride / dichloromethane / 0.17 h / 0 °C / Inert atmosphere
3.1: borane-THF / tetrahydrofuran / 1.67 h / 0 - 20 °C / Inert atmosphere
3.2: 1.33 h / 0 - 65 °C
4.1: pyridinium chlorochromate / dichloromethane / 4 h / 20 °C
5.1: acetic acid; sodium tris(acetoxy)borohydride / dichloromethane / 22.5 h / 20 °C / Inert atmosphere
6.1: hydrogenchloride; palladium 10% on activated carbon; hydrogen / methanol; water / 23 h / 20 °C / 760.05 Torr
7.1: boron tribromide / dichloromethane / 3.5 h / -78 - 20 °C / Inert atmosphere
7.2: 0.67 h / 85 °C
8.1: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 17 h / 20 °C / Inert atmosphere
9.1: hydrogenchloride / isopropyl alcohol / 24 h / 20 °C
With
hydrogenchloride; borane-THF; palladium 10% on activated carbon; hydrogen; boron tribromide; tin(IV) chloride; sodium tris(acetoxy)borohydride; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; acetic acid; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: tin(IV) chloride / dichloromethane / 0.17 h / 0 °C / Inert atmosphere
2.1: borane-THF / tetrahydrofuran / 1.67 h / 0 - 20 °C / Inert atmosphere
2.2: 1.33 h / 0 - 65 °C
3.1: pyridinium chlorochromate / dichloromethane / 4 h / 20 °C
4.1: acetic acid; sodium tris(acetoxy)borohydride / dichloromethane / 22.5 h / 20 °C / Inert atmosphere
5.1: hydrogenchloride; palladium 10% on activated carbon; hydrogen / methanol; water / 23 h / 20 °C / 760.05 Torr
6.1: boron tribromide / dichloromethane / 3.5 h / -78 - 20 °C / Inert atmosphere
6.2: 0.67 h / 85 °C
7.1: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 17 h / 20 °C / Inert atmosphere
8.1: hydrogenchloride / isopropyl alcohol / 24 h / 20 °C
With
hydrogenchloride; borane-THF; palladium 10% on activated carbon; hydrogen; boron tribromide; tin(IV) chloride; sodium tris(acetoxy)borohydride; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; acetic acid; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol;