Technology Process of ((3aS,5R,6S,7S,7aS)-6,7-Bis-benzyloxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-5-ylmethoxy)-tert-butyl-diphenyl-silane
There total 9 articles about ((3aS,5R,6S,7S,7aS)-6,7-Bis-benzyloxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-5-ylmethoxy)-tert-butyl-diphenyl-silane 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:
-
(3aS,4R,5S,6S,7S,7aR)-6,7-Bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-ol;
With
carbon disulfide; sodium hydride; methyl iodide;
In
tetrahydrofuran;
at 0 - 20 ℃;
With
2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride;
In
toluene;
at 85 ℃;
for 0.5h;
DOI:10.1002/ejoc.200300339
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 72 percent / NaH; Bu4NI / tetrahydrofuran / 3 h
2.1: 85 percent / PPTS / methanol / 24 h
3.1: 90 percent / imidazole / dimethylformamide / 12 h / 20 °C
4.1: NaH; CS2; MeI / tetrahydrofuran / 0 - 20 °C
4.2: 201 mg / HSnBu3; AIBN / toluene / 0.5 h / 85 °C
With
1H-imidazole; carbon disulfide; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydride; methyl iodide;
In
tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.200300339
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 57 percent / pyridine / CH2Cl2 / 2 h / 0 °C
2.1: 76 percent / pyridine / acetonitrile / 1 h / 85 °C
3.1: 23 percent / Bu3SnH; AIBN / toluene / 12 h / 85 °C
4.1: 70 percent / K2CO3 / methanol
5.1: O3 / methanol; CH2Cl2 / -78 °C
6.1: 205 mg / NaBH4; CeCl3*H2O / methanol / 0 - 20 °C
7.1: 72 percent / NaH; Bu4NI / tetrahydrofuran / 3 h
8.1: 85 percent / PPTS / methanol / 24 h
9.1: 90 percent / imidazole / dimethylformamide / 12 h / 20 °C
10.1: NaH; CS2; MeI / tetrahydrofuran / 0 - 20 °C
10.2: 201 mg / HSnBu3; AIBN / toluene / 0.5 h / 85 °C
With
pyridine; 1H-imidazole; carbon disulfide; sodium tetrahydroborate; cerium(III) chloride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; ozone; methyl iodide;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1002/ejoc.200300339