Technology Process of 5-benzyloxy-1,2,4,6-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridec-1-enyl)-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine
There total 11 articles about 5-benzyloxy-1,2,4,6-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridec-1-enyl)-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
triphenyl((3R,7R)-3,7,11-trimethyldodecyl)phosphonium iodide;
With
n-butyllithium;
In
tetrahydrofuran; hexane;
at 0 ℃;
for 1h;
5-benzyloxy-1,2,4,6-tetramethyl-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine-2-carbaldehyde;
In
tetrahydrofuran; hexane;
at 0 - 20 ℃;
for 1h;
DOI:10.1039/c0ob00991a
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: sodium methylate / methanol / 0.5 h / 20 °C
2.1: thionyl chloride / chloroform / 0.17 h / 20 °C
3.1: tetrabutylammomium bromide; potassium hydroxide / dichloromethane / 2 h / 20 °C
4.1: hydrogenchloride; water / tetrahydrofuran / 1 h / 20 °C
5.1: potassium phosphate; N,N-diethylsalicylamide; copper (I) acetate / N,N-dimethyl-formamide / 10 h / 80 °C
6.1: sodium cyanoborohydride; acetic acid / methanol; water / 6 h / 20 °C
7.1: diisobutylaluminium hydride / dichloromethane / 0.5 h / -78 °C
8.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / 0 °C
8.2: 1 h / 0 - 20 °C
With
hydrogenchloride; potassium phosphate; n-butyllithium; thionyl chloride; N,N-diethylsalicylamide; tetrabutylammomium bromide; water; sodium methylate; copper (I) acetate; diisobutylaluminium hydride; sodium cyanoborohydride; acetic acid; potassium hydroxide;
In
tetrahydrofuran; methanol; hexane; dichloromethane; chloroform; water; N,N-dimethyl-formamide;
5.1: Buchwald amination;
DOI:10.1039/c0ob00991a
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: sodium hydride / tetrahydrofuran / 2 h / Reflux
2.1: sodium methylate / methanol / 0.5 h / 20 °C
3.1: thionyl chloride / chloroform / 0.17 h / 20 °C
4.1: tetrabutylammomium bromide; potassium hydroxide / dichloromethane / 2 h / 20 °C
5.1: hydrogenchloride; water / tetrahydrofuran / 1 h / 20 °C
6.1: potassium phosphate; N,N-diethylsalicylamide; copper (I) acetate / N,N-dimethyl-formamide / 10 h / 80 °C
7.1: sodium cyanoborohydride; acetic acid / methanol; water / 6 h / 20 °C
8.1: diisobutylaluminium hydride / dichloromethane / 0.5 h / -78 °C
9.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / 0 °C
9.2: 1 h / 0 - 20 °C
With
hydrogenchloride; potassium phosphate; n-butyllithium; thionyl chloride; N,N-diethylsalicylamide; tetrabutylammomium bromide; water; sodium methylate; copper (I) acetate; sodium hydride; diisobutylaluminium hydride; sodium cyanoborohydride; acetic acid; potassium hydroxide;
In
tetrahydrofuran; methanol; hexane; dichloromethane; chloroform; water; N,N-dimethyl-formamide;
6.1: Buchwald amination;
DOI:10.1039/c0ob00991a
