Technology Process of (3aR,4S,6aR,10R,10aR)-4-(2-Benzyloxy-ethyl)-10-methoxymethoxy-2,2-dimethyl-tetrahydro-1,3-dioxa-6,7-dithia-cyclopenta[d]naphthalene
There total 14 articles about (3aR,4S,6aR,10R,10aR)-4-(2-Benzyloxy-ethyl)-10-methoxymethoxy-2,2-dimethyl-tetrahydro-1,3-dioxa-6,7-dithia-cyclopenta[d]naphthalene 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
toluene-4-sulfonic acid;
In
dichloromethane;
at 0 ℃;
Yield given;
DOI:10.1021/ja00401a049
- Guidance literature:
-
Multi-step reaction with 13 steps
1: 1.) i-PrNLi / 1.) THF, -78 deg C
2: conc. H2SO4 / methanol / 25 °C
3: LiAlH4 / diethyl ether / -20 deg C -> 0 deg C
4: pyridine / 0 °C
5: NaH / tetrahydrofuran; dimethylsulfoxide / Ambient temperature
6: AcOH / H2O / Ambient temperature
7: SiO2
8: pyridine / Ambient temperature
9: alumina / ethyl acetate / Ambient temperature
10: NaBH4 / methanol / 0 °C
11: KH / tetrahydrofuran / 0 °C
12: 1.) OsO4, 2.) NaHSO3 / 1.) Et2O, room temperature, 2.) aq. pyridine, room temperature
13: TsOH / CH2Cl2 / 0 °C
With
pyridine; aluminum oxide; sodium tetrahydroborate; osmium(VIII) oxide; lithium aluminium tetrahydride; sulfuric acid; silica gel; potassium hydride; sodium hydride; toluene-4-sulfonic acid; sodium hydrogensulfite; acetic acid; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; dimethyl sulfoxide; ethyl acetate;
DOI:10.1021/ja00401a049
- Guidance literature:
-
Multi-step reaction with 14 steps
1: conc. H2SO4 / 25 °C
2: 1.) i-PrNLi / 1.) THF, -78 deg C
3: conc. H2SO4 / methanol / 25 °C
4: LiAlH4 / diethyl ether / -20 deg C -> 0 deg C
5: pyridine / 0 °C
6: NaH / tetrahydrofuran; dimethylsulfoxide / Ambient temperature
7: AcOH / H2O / Ambient temperature
8: SiO2
9: pyridine / Ambient temperature
10: alumina / ethyl acetate / Ambient temperature
11: NaBH4 / methanol / 0 °C
12: KH / tetrahydrofuran / 0 °C
13: 1.) OsO4, 2.) NaHSO3 / 1.) Et2O, room temperature, 2.) aq. pyridine, room temperature
14: TsOH / CH2Cl2 / 0 °C
With
pyridine; aluminum oxide; sodium tetrahydroborate; osmium(VIII) oxide; lithium aluminium tetrahydride; sulfuric acid; silica gel; potassium hydride; sodium hydride; toluene-4-sulfonic acid; sodium hydrogensulfite; acetic acid; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; dimethyl sulfoxide; ethyl acetate;
DOI:10.1021/ja00401a049