Technology Process of (3R)-benzyl 6,8-bis(benzyloxy)-1-oxo-3-pentylisochroman-7-carboxylate
There total 10 articles about (3R)-benzyl 6,8-bis(benzyloxy)-1-oxo-3-pentylisochroman-7-carboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
Amberlyst 15;
In
dichloromethane;
at 20 ℃;
for 13h;
DOI:10.1021/ol202265g
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: lithium hydroxide monohydrate; water / tetrahydrofuran / 24 h / 0 - 20 °C
2.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 3 h / 20 °C
3.1: ethylmagnesium bromide / tetrahydrofuran / 2.75 h / 0 - 50 °C
3.2: 0.03 h / 20 °C
4.1: (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; benzo[1,3,2]dioxaborole / tetrahydrofuran; Nitroethane / 1.3 h / -78 °C
5.1: platinum(IV) oxide; hydrogen / ethyl acetate / 3 h / 20 °C
6.1: Amberlyst 15.(R). / dichloromethane / 13 h / 20 °C
With
dmap; platinum(IV) oxide; lithium hydroxide monohydrate; ethylmagnesium bromide; water; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; benzo[1,3,2]dioxaborole;
In
tetrahydrofuran; Nitroethane; dichloromethane; ethyl acetate;
DOI:10.1021/ol202265g
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: ethylmagnesium bromide / tetrahydrofuran / 2.75 h / 0 - 50 °C
1.2: 0.03 h / 20 °C
2.1: (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; benzo[1,3,2]dioxaborole / tetrahydrofuran; Nitroethane / 1.3 h / -78 °C
3.1: platinum(IV) oxide; hydrogen / ethyl acetate / 3 h / 20 °C
4.1: Amberlyst 15.(R). / dichloromethane / 13 h / 20 °C
With
platinum(IV) oxide; ethylmagnesium bromide; hydrogen; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; benzo[1,3,2]dioxaborole;
In
tetrahydrofuran; Nitroethane; dichloromethane; ethyl acetate;
DOI:10.1021/ol202265g
