((4aR,5S,10bR,12R)-1-benzyl-12-methyl-2,3,4,4a,5,6-hexahydro-1H-5,10b-propano-1,7-phenanthrolin-9-yl)methanol

Base Information

Chemical Name:((4aR,5S,10bR,12R)-1-benzyl-12-methyl-2,3,4,4a,5,6-hexahydro-1H-5,10b-propano-1,7-phenanthrolin-9-yl)methanol
CAS No.:1438285-75-6
Molecular Formula:C₂₄H₃₀N₂O
Molecular Weight:362.515
Hs Code.:

Synonyms:((4aR,5S,10bR,12R)-1-benzyl-12-methyl-2,3,4,4a,5,6-hexahydro-1H-5,10b-propano-1,7-phenanthrolin-9-yl)methanol

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Chemical Property of ((4aR,5S,10bR,12R)-1-benzyl-12-methyl-2,3,4,4a,5,6-hexahydro-1H-5,10b-propano-1,7-phenanthrolin-9-yl)methanol

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Technology Process of ((4aR,5S,10bR,12R)-1-benzyl-12-methyl-2,3,4,4a,5,6-hexahydro-1H-5,10b-propano-1,7-phenanthrolin-9-yl)methanol

There total 11 articles about ((4aR,5S,10bR,12R)-1-benzyl-12-methyl-2,3,4,4a,5,6-hexahydro-1H-5,10b-propano-1,7-phenanthrolin-9-yl)methanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 78.0%

: 1438285-72-3
(4aR,5S,10bR,12R)-1-benzyl-9-(((tert-butyldimethylsilyl)oxy)-methyl)-12-methyl-2,3,4,4a,5,6-hexahydro-1H-5,10b-propano-1,7-phenanthroline

: 1438285-75-6
((4aR,5S,10bR,12R)-1-benzyl-12-methyl-2,3,4,4a,5,6-hexahydro-1H-5,10b-propano-1,7-phenanthrolin-9-yl)methanol

Guidance literature:: With tetrabutyl ammonium fluoride; In 1,4-dioxane; at 23 ℃; for 0.5h; Inert atmosphere;
DOI:10.1021/jo400695c

Reference yield:

: 1225377-71-8
2-((4aR,5R,7S,8aS)-1-benzyl-8a-ethynyl-7-methyldecahydroquinolin-5-yl)acetonitrile

: 1438285-75-6
((4aR,5S,10bR,12R)-1-benzyl-12-methyl-2,3,4,4a,5,6-hexahydro-1H-5,10b-propano-1,7-phenanthrolin-9-yl)methanol

Guidance literature:: Multi-step reaction with 2 steps

1: dicarbonylcyclopentadienylcobalt / tetrahydrofuran / 30 h / 140 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride / 1,4-dioxane / 0.5 h / 23 °C / Inert atmosphere

With dicarbonylcyclopentadienylcobalt; tetrabutyl ammonium fluoride; In tetrahydrofuran; 1,4-dioxane;
DOI:10.1021/jo400695c

Reference yield:

: 89-82-7,90449-51-7
pulegone

: 1438285-75-6
((4aR,5S,10bR,12R)-1-benzyl-12-methyl-2,3,4,4a,5,6-hexahydro-1H-5,10b-propano-1,7-phenanthrolin-9-yl)methanol

Guidance literature:: Multi-step reaction with 12 steps

1.1: lithium hydroxide; water / methanol / 23 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran / 66 °C / Inert atmosphere

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1.08 h / 0 °C / Inert atmosphere

3.2: 70 h / 23 °C / Inert atmosphere

4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 11 h / -78 - 23 °C / Inert atmosphere

5.1: n-butyllithium / diethyl ether; hexane / 0.68 h / -78 °C / Inert atmosphere

5.2: 0.55 h / -78 °C / Inert atmosphere

6.1: tetrahydrofuran; toluene / 0.58 h / 23 °C / Inert atmosphere

7.1: magnesium(II) perchlorate / 0.5 h / 23 °C / Inert atmosphere

8.1: copper(l) chloride / tetrahydrofuran / 0.5 h / 80 °C / Inert atmosphere

9.1: potassium carbonate / methanol / 7 h / 23 °C / Inert atmosphere

10.1: triphenylphosphine; 1H-imidazole / tetrachloromethane / 15 h / 77 °C / Inert atmosphere

11.1: dicarbonylcyclopentadienylcobalt / tetrahydrofuran / 30 h / 140 °C / Inert atmosphere

12.1: tetrabutyl ammonium fluoride / 1,4-dioxane / 0.5 h / 23 °C / Inert atmosphere

With 1H-imidazole; n-butyllithium; magnesium(II) perchlorate; dicarbonylcyclopentadienylcobalt; tetrabutyl ammonium fluoride; water; sodium hydride; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; copper(l) chloride; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; tetrachloromethane; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; mineral oil;
DOI:10.1021/jo400695c