Technology Process of (-)-(1S,2R,4R,5S,6R,7S)-benzoyloxymethyl-3,8-dioxatricyclo<5.1.0.02,4>octane-5,6-diol 5-acetate 6-benzoate
There total 17 articles about (-)-(1S,2R,4R,5S,6R,7S)-benzoyloxymethyl-3,8-dioxatricyclo<5.1.0.02,4>octane-5,6-diol 5-acetate 6-benzoate 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
dmap; triethylamine;
In
dichloromethane;
for 12h;
Ambient temperature;
DOI:10.1021/jo970907o
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 82 percent / collidine / CH2Cl2 / 2 h / -78 - 25 °C
2: 97 percent / imidazole, DMAP / CH2Cl2 / 12 h / Ambient temperature
3: 75 percent / RuCl3, NaIO4 / ethyl acetate; acetonitrile / 0.05 h / 0 °C
4: 97 percent / DMAP / pyridine; CH2Cl2 / 12 h / Ambient temperature
5: 89 percent / SO2Cl2 / pyridine; CH2Cl2 / 2.5 h / 0 °C
6: 80 percent / TFA / H2O; CH2Cl2 / 6 h / Ambient temperature
7: 1.) 1,1'-thiocarbonyldiimidazole, 2.) P(OMe)3 / 1.) TolH, reflux, 24 h, 2.) reflux, 24 h
8: 80 percent / aq. HF / acetonitrile / 6 h / Ambient temperature
9: 48 percent / O2, TPP / CCl4 / 7 h / Irradiation
10: CoTPP / CHCl3 / 3 h / 0 °C
11: 100 percent / Et3N, DMAP / CH2Cl2 / 12 h / Ambient temperature
With
1H-imidazole; 2,3,5-trimethyl-pyridine; dmap; ruthenium trichloride; sodium periodate; sulfuryl dichloride; hydrogen fluoride; oxygen; thiamine diphosphate; triethylamine; 1,1'-Thiocarbonyldiimidazole; trifluoroacetic acid; phosphorous acid trimethyl ester;
In
pyridine; tetrachloromethane; dichloromethane; chloroform; water; ethyl acetate; acetonitrile;
DOI:10.1021/jo970907o
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 82 percent / collidine / CH2Cl2 / 2 h / -78 - 25 °C
2: 97 percent / imidazole, DMAP / CH2Cl2 / 12 h / Ambient temperature
3: 75 percent / RuCl3, NaIO4 / ethyl acetate; acetonitrile / 0.05 h / 0 °C
4: 97 percent / DMAP / pyridine; CH2Cl2 / 12 h / Ambient temperature
5: 89 percent / SO2Cl2 / pyridine; CH2Cl2 / 2.5 h / 0 °C
6: 80 percent / TFA / H2O; CH2Cl2 / 6 h / Ambient temperature
7: 1.) 1,1'-thiocarbonyldiimidazole, 2.) P(OMe)3 / 1.) TolH, reflux, 24 h, 2.) reflux, 24 h
8: 80 percent / aq. HF / acetonitrile / 6 h / Ambient temperature
9: 48 percent / O2, TPP / CCl4 / 7 h / Irradiation
10: CoTPP / CHCl3 / 3 h / 0 °C
11: 100 percent / Et3N, DMAP / CH2Cl2 / 12 h / Ambient temperature
With
1H-imidazole; 2,3,5-trimethyl-pyridine; dmap; ruthenium trichloride; sodium periodate; sulfuryl dichloride; hydrogen fluoride; oxygen; thiamine diphosphate; triethylamine; 1,1'-Thiocarbonyldiimidazole; trifluoroacetic acid; phosphorous acid trimethyl ester;
In
pyridine; tetrachloromethane; dichloromethane; chloroform; water; ethyl acetate; acetonitrile;
DOI:10.1021/jo970907o
