Technology Process of dimethyl (S)-2-(1-benzyl-1,2,3,6-tetrahydropyridin-3-yl)malonatedimethyl
There total 7 articles about dimethyl (S)-2-(1-benzyl-1,2,3,6-tetrahydropyridin-3-yl)malonatedimethyl which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(S)-(1-benzyl-2,5-dihydro-1H-pyrrol-2-yl)methanol;
With
trifluoromethylsulfonic anhydride;
In
dichloromethane;
at -15 ℃;
Inert atmosphere;
sodiodimethylmalonate;
In
tetrahydrofuran; dichloromethane;
at -15 - 20 ℃;
optical yield given as %ee;
regioselective reaction;
Inert atmosphere;
DOI:10.1021/ol201349k
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: sulfuric acid / ethanol; water / 0.17 h / 20 °C
1.2: 16 h / pH 8 / Reflux
2.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 16 h / Inert atmosphere; Reflux
3.1: sodium periodate / ethanol; water / 0.75 h / 20 °C / Cooling with ice
3.2: 16 h / 20 °C / Cooling with ice
4.1: trifluoromethylsulfonic anhydride / dichloromethane / -15 °C / Inert atmosphere
4.2: -15 - 20 °C / Inert atmosphere
With
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; sodium periodate; trifluoromethylsulfonic anhydride; sulfuric acid;
In
ethanol; dichloromethane; water;
DOI:10.1021/ol201349k
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: sodium tetrahydroborate; diphenyl diselenide / methanol / 16 h / Inert atmosphere; Reflux
1.2: 20 - 40 °C
2.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / Inert atmosphere; Reflux
3.1: trifluoromethylsulfonic anhydride / dichloromethane / -15 °C / Inert atmosphere
3.2: -15 - 20 °C / Inert atmosphere
With
sodium tetrahydroborate; lithium aluminium tetrahydride; trifluoromethylsulfonic anhydride; diphenyl diselenide;
In
tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ol201349k
