Technology Process of ((2R,3S,4S,5R)-4-benzyloxy-3-(4-methoxybenzyloxy)-5-methyltetrahydrofuran-2-yl)(furan-2-yl)methanol
There total 6 articles about ((2R,3S,4S,5R)-4-benzyloxy-3-(4-methoxybenzyloxy)-5-methyltetrahydrofuran-2-yl)(furan-2-yl)methanol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
furan;
With
n-butyllithium;
In
diethyl ether; hexane;
at -15 - 20 ℃;
for 1h;
Inert atmosphere;
(2S,3R,4S,5R)-4-benzyloxy-3-(4-methoxybenzyloxy)-5-methyltetrahydrofuran-2-carbaldehyde;
In
diethyl ether; hexane;
at 0 - 20 ℃;
for 5h;
Inert atmosphere;
DOI:10.1021/jo201570h
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: potassium tert-butylate / dimethyl sulfoxide / 1 h / 0 - 20 °C / Inert atmosphere
1.2: 3 h / 0 - 20 °C / Inert atmosphere
2.1: 1H-imidazole / dichloromethane / 0 °C / Inert atmosphere
3.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 - 20 °C / Inert atmosphere
3.2: 20 °C / Inert atmosphere
4.1: camphor-10-sulfonic acid / methanol / 4 h / 0 - 20 °C
5.1: Dess-Martin periodane / dichloromethane / 1 h / 0 °C / Inert atmosphere
6.1: n-butyllithium / diethyl ether; hexane / 1 h / -15 - 20 °C / Inert atmosphere
6.2: 5 h / 0 - 20 °C / Inert atmosphere
With
1H-imidazole; n-butyllithium; camphor-10-sulfonic acid; potassium tert-butylate; sodium hydride; Dess-Martin periodane;
In
tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; mineral oil;
DOI:10.1021/jo201570h
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 1H-imidazole / dichloromethane / 0 °C / Inert atmosphere
2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 - 20 °C / Inert atmosphere
2.2: 20 °C / Inert atmosphere
3.1: camphor-10-sulfonic acid / methanol / 4 h / 0 - 20 °C
4.1: Dess-Martin periodane / dichloromethane / 1 h / 0 °C / Inert atmosphere
5.1: n-butyllithium / diethyl ether; hexane / 1 h / -15 - 20 °C / Inert atmosphere
5.2: 5 h / 0 - 20 °C / Inert atmosphere
With
1H-imidazole; n-butyllithium; camphor-10-sulfonic acid; sodium hydride; Dess-Martin periodane;
In
tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; mineral oil;
DOI:10.1021/jo201570h
