Technology Process of (6S,11S)-benzyl 11-hydroxy-2-azaspiro[5,5]undeca-4,8-diene-2-carboxylate
There total 6 articles about (6S,11S)-benzyl 11-hydroxy-2-azaspiro[5,5]undeca-4,8-diene-2-carboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride;
In
dichloromethane;
at 20 ℃;
for 5h;
enantioselective reaction;
Inert atmosphere;
Reflux;
DOI:10.1002/ejoc.201101256
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: sodium hydrogencarbonate / 1,4-dioxane; water / 5 h / 0 - 20 °C
2.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate / 8 h / Reflux
3.1: boron trifluoride diethyl etherate / dichloromethane / 0.25 h / -78 °C / Inert atmosphere
3.2: 6 h / -78 °C / Inert atmosphere
4.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 5 h / 20 °C / Inert atmosphere; Reflux
With
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; boron trifluoride diethyl etherate; sodium hydrogencarbonate; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
In
1,4-dioxane; dichloromethane; water; ethyl acetate;
3.1: Hosomi-Hosomi-Sakurai allylation / 3.2: Hosomi-Sakurai allylation;
DOI:10.1002/ejoc.201101256
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: sodium tetrahydroborate; cerium(III) chloride heptahydrate / ethanol / 48 h / 20 °C
2.1: sodium hydrogencarbonate / 1,4-dioxane; water / 5 h / 0 - 20 °C
3.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate / 8 h / Reflux
4.1: boron trifluoride diethyl etherate / dichloromethane / 0.25 h / -78 °C / Inert atmosphere
4.2: 6 h / -78 °C / Inert atmosphere
5.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 5 h / 20 °C / Inert atmosphere; Reflux
With
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; sodium tetrahydroborate; cerium(III) chloride heptahydrate; boron trifluoride diethyl etherate; sodium hydrogencarbonate; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
In
1,4-dioxane; ethanol; dichloromethane; water; ethyl acetate;
4.1: Hosomi-Hosomi-Sakurai allylation / 4.2: Hosomi-Sakurai allylation;
DOI:10.1002/ejoc.201101256
![(S)-benzyl 5-allyl-5-[(S)-1-hydroxybut-3-enyl]-5,6-dihydropyridine-1(2H)-carboxylate](/Databaselist/images/loading.webp)
