Technology Process of (1R,5R,6R,7R)-6-<(benzoyloxy)methyl>-7-hydroxy-2,8-dioxabicyclo<3.2.1>octane
There total 8 articles about (1R,5R,6R,7R)-6-<(benzoyloxy)methyl>-7-hydroxy-2,8-dioxabicyclo<3.2.1>octane 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: pyridine / DMAP / 23 h / Ambient temperature
2: 1.6percent H2SO4 / methanol; CHCl3 / 84 h
3: pyridine / 2 h / Ambient temperature
4: NaI / butan-2-one / 15 h / Heating
5: 1) BH3*Me2S, 2) NaHCO3, 30percent H2O2 / 1a) THF, 0-4 deg C, 24 h, b) THF, methanol, 0 deg C, 1 h, 2) THF, methanol, water, up to r. t., 2 h
6: acidic cation-exchange resin (Dowex 50 W8) / methanol / 5.5 h / Heating
7: acidic cation-exchange resin (Dowex 50 W8) / toluene / 0.25 h / Heating
With
pyridine; dimethylsulfide borane complex; acidic cation-exchange resin (Dowex 50 W8); sulfuric acid; dihydrogen peroxide; sodium hydrogencarbonate; sodium iodide;
dmap;
In
methanol; chloroform; toluene; butanone;
DOI:10.1021/jo00012a018
- Guidance literature:
-
Multi-step reaction with 7 steps
1: pyridine / DMAP / 23 h / Ambient temperature
2: 1.6percent H2SO4 / methanol; CHCl3 / 84 h
3: pyridine / 2 h / Ambient temperature
4: NaI / butan-2-one / 15 h / Heating
5: 1) BH3*Me2S, 2) NaHCO3, 30percent H2O2 / 1a) THF, 0-4 deg C, 24 h, b) THF, methanol, 0 deg C, 1 h, 2) THF, methanol, water, up to r. t., 2 h
6: acidic cation-exchange resin (Dowex 50 W8) / methanol / 5.5 h / Heating
7: acidic cation-exchange resin (Dowex 50 W8) / toluene / 0.25 h / Heating
With
pyridine; dimethylsulfide borane complex; acidic cation-exchange resin (Dowex 50 W8); sulfuric acid; dihydrogen peroxide; sodium hydrogencarbonate; sodium iodide;
dmap;
In
methanol; chloroform; toluene; butanone;
DOI:10.1021/jo00012a018
- Guidance literature:
-
With
acidic cation-exchange resin (Dowex 50 W8);
In
toluene;
for 0.25h;
Yield given;
Heating;
DOI:10.1021/jo00012a018
![((3aR,5S,6R,6aR)-tetrahydro-2,2-dimethyl-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)furo[2,3-d][1,3]dioxol-6-yl)methanol](/Databaselist/images/loading.webp)
