Technology Process of methyl 6-(2-(6-(benzyloxy)-1,2,3,4-tetrahydronaphthalene-2-carbonyl)oxazol-5-yl)picolinate
There total 14 articles about methyl 6-(2-(6-(benzyloxy)-1,2,3,4-tetrahydronaphthalene-2-carbonyl)oxazol-5-yl)picolinate 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:
- Guidance literature:
-
With
Daicel ChiraCel OD;
In
ethanol; hexane;
Resolution of racemate;
DOI:10.1021/jm101597x
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 0 - 20 °C / Inert atmosphere
2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C
3.1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C
4.1: borane-THF / tetrahydrofuran / 1 h / 20 °C
4.2: 0.67 h / -78 °C
4.3: 2 h / -78 °C
5.1: 1H-imidazole / N,N-dimethyl-formamide / 16 h / 20 °C
6.1: n-butyllithium / tetrahydrofuran / 2 h / -78 °C
6.2: 0.08 h
7.1: tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane / 16 h / Reflux; Inert atmosphere
8.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere
9.1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C
10.1: Daicel ChiraCel OD / ethanol; hexane / Resolution of racemate
With
1H-imidazole; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium(0); n-butyllithium; borane-THF; tetrabutyl ammonium fluoride; Dess-Martin periodane; triphenylphosphine; diethylazodicarboxylate;
In
tetrahydrofuran; 1,4-dioxane; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide;
1.1: Mitsunobu alkylation / 7.1: Stille coupling;
DOI:10.1021/jm101597x
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C
2.1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C
3.1: borane-THF / tetrahydrofuran / 1 h / 20 °C
3.2: 0.67 h / -78 °C
3.3: 2 h / -78 °C
4.1: 1H-imidazole / N,N-dimethyl-formamide / 16 h / 20 °C
5.1: n-butyllithium / tetrahydrofuran / 2 h / -78 °C
5.2: 0.08 h
6.1: tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane / 16 h / Reflux; Inert atmosphere
7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere
8.1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C
9.1: Daicel ChiraCel OD / ethanol; hexane / Resolution of racemate
With
1H-imidazole; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium(0); n-butyllithium; borane-THF; tetrabutyl ammonium fluoride; Dess-Martin periodane;
In
tetrahydrofuran; 1,4-dioxane; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide;
6.1: Stille coupling;
DOI:10.1021/jm101597x
