Technology Process of [3S,4R,5R,6R,7R,8R]-6-[(tert-butyldimethylsilyl)oxy]-8-[(3,4-dimethoxybenzyl)oxy]-5,7-dimethyl-3-methoxynon-1-en-4-ol
There total 10 articles about [3S,4R,5R,6R,7R,8R]-6-[(tert-butyldimethylsilyl)oxy]-8-[(3,4-dimethoxybenzyl)oxy]-5,7-dimethyl-3-methoxynon-1-en-4-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
chromium dichloride; trimethylsilyl iodide;
at -42 ℃;
DOI:10.1021/jo016413f
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 98 percent / N-methylmorpholine N-oxide / osmium tetroxide / acetone; tetrahydrofuran / 8 h / pH 7
2: 94 percent / NaIO4 / tetrahydrofuran / 1.5 h / 23 °C / pH 7
3: 76 percent / chromium(II) chloride; iodotrimethylsilane / tetrahydrofuran / 7 h / -45 °C
With
chromium dichloride; sodium periodate; trimethylsilyl iodide; 4-methylmorpholine N-oxide;
osmium(VIII) oxide;
In
tetrahydrofuran; acetone;
3: Takai reaction;
DOI:10.1021/jo016413f
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 94 percent / lithium aluminum hydride / diethyl ether / 1 h
2: 84 percent / p-toluenesulfonic acid / benzene / 2 h / Heating
3: 98 percent / DIBAL-H / CH2Cl2 / 2.5 h / 0 °C
4: 9.8 g / oxalyl chloride; DMSO; triethylamine / CH2Cl2 / 0.17 h / 0 °C
5: 9.98 g / toluene / -78 °C
6: 98 percent / 2,6-lutidine / CH2Cl2 / 0.5 h / -40 °C
7: 98 percent / N-methylmorpholine N-oxide / osmium tetroxide / acetone; tetrahydrofuran / 8 h / pH 7
8: 94 percent / NaIO4 / tetrahydrofuran / 1.5 h / 23 °C / pH 7
9: 76 percent / chromium(II) chloride; iodotrimethylsilane / tetrahydrofuran / 7 h / -45 °C
With
2,6-dimethylpyridine; chromium dichloride; sodium periodate; lithium aluminium tetrahydride; oxalyl dichloride; trimethylsilyl iodide; diisobutylaluminium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine;
osmium(VIII) oxide;
In
tetrahydrofuran; diethyl ether; dichloromethane; acetone; toluene; benzene;
4: Swern oxidation / 9: Takai reaction;
DOI:10.1021/jo016413f
