Technology Process of (3aR,4aS,5S,8aS,8bR)-5-(benzyloxy)-2,2-dimethylhexahydro-[1,3]dioxolo[4,5-b]benzofuran-8a(4aH)-ol
There total 20 articles about (3aR,4aS,5S,8aS,8bR)-5-(benzyloxy)-2,2-dimethylhexahydro-[1,3]dioxolo[4,5-b]benzofuran-8a(4aH)-ol 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
2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride;
In
toluene;
at 110 ℃;
for 0.25h;
DOI:10.1021/jo401166q
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: copper(II) sulfate / sulfuric acid
2.1: sodium hydride; tetrabutyl ammonium fluoride / N,N-dimethyl-formamide; tetrahydrofuran
3.1: tetrabutyl ammonium fluoride / tetrahydrofuran
4.1: N-ethyl-N,N-diisopropylamine; sulfur trioxide; pyridine / dichloromethane; dimethyl sulfoxide
5.1: boron trifluoride diethyl etherate / dichloromethane / -78 °C
6.1: sodium hydride / N,N-dimethyl-formamide; tetrahydrofuran
7.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone; water / dichloromethane
8.1: pyridinium chlorochromate
9.1: L-proline
10.1: dmap; 1,1'-Thiocarbonyldiimidazole / dichloromethane
10.2: 100 °C
With
pyridine; dmap; boron trifluoride diethyl etherate; sulfur trioxide; tetrabutyl ammonium fluoride; water; sodium hydride; copper(II) sulfate; N-ethyl-N,N-diisopropylamine; 1,1'-Thiocarbonyldiimidazole; pyridinium chlorochromate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; L-proline;
sulfuric acid;
In
tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
- Guidance literature:
-
(3aR,4aS,5S,7R,8aS,8bR)-5-(benzyloxy)-2,2-dimethylhexahydro[1,3]dioxolo[4,5-b]benzofuran-7,8a(4aH)-diol;
With
dmap; 1,1'-Thiocarbonyldiimidazole;
In
dichloromethane;
With
2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride;
In
toluene;
at 100 ℃;
