Technology Process of ((1R,2R,3S,4S)-2-(tert-butyldiphenylsilyloxy)-3-fluoro-4-(4-methoxybenzyloxy)cyclopentyl)methanol
There total 12 articles about ((1R,2R,3S,4S)-2-(tert-butyldiphenylsilyloxy)-3-fluoro-4-(4-methoxybenzyloxy)cyclopentyl)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:
- Guidance literature:
-
Multi-step reaction with 7 steps
1: hydrogenchloride / methanol / 25 °C
2: 1H-imidazole; dmap / dichloromethane / 2 h / 0 - 20 °C
3: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 24 h / -40 - 60 °C
4: lithium hydroxide / methanol / 2 h / 25 °C
5: pyridine; diethylamino-sulfur trifluoride / dichloromethane / 12 h / 20 °C / Inert atmosphere
6: sodium periodate; osmium(VIII) oxide; water; 4-methylmorpholine N-oxide / methanol / 2 h / 0 °C
7: methanol; sodium tetrahydroborate / 1 h / 0 °C
With
pyridine; 1H-imidazole; hydrogenchloride; methanol; dmap; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; diethylamino-sulfur trifluoride; di-isopropyl azodicarboxylate; water; 4-methylmorpholine N-oxide; triphenylphosphine; lithium hydroxide;
In
tetrahydrofuran; methanol; dichloromethane;
3: Mitsunobu reaction;
DOI:10.1016/j.tet.2012.03.023
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: methanol; sodium tetrahydroborate; cerium(III) chloride heptahydrate / 1 h / 0 - 20 °C
2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C
2.2: 3 h / 0 - 20 °C
3.1: hydrogenchloride / methanol / 25 °C
4.1: 1H-imidazole; dmap / dichloromethane / 2 h / 0 - 20 °C
5.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 24 h / -40 - 60 °C
6.1: lithium hydroxide / methanol / 2 h / 25 °C
7.1: pyridine; diethylamino-sulfur trifluoride / dichloromethane / 12 h / 20 °C / Inert atmosphere
8.1: sodium periodate; osmium(VIII) oxide; water; 4-methylmorpholine N-oxide / methanol / 2 h / 0 °C
9.1: methanol; sodium tetrahydroborate / 1 h / 0 °C
With
pyridine; 1H-imidazole; hydrogenchloride; methanol; dmap; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; diethylamino-sulfur trifluoride; cerium(III) chloride heptahydrate; di-isopropyl azodicarboxylate; water; sodium hydride; 4-methylmorpholine N-oxide; triphenylphosphine; lithium hydroxide;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;
5.1: Mitsunobu reaction;
DOI:10.1016/j.tet.2012.03.023
