Technology Process of 4-Benzyloxy-3-benzyloxymethyl-1-{2-[(2E,4E)-7-(tert-butyl-dimethyl-silanyloxy)-4-methyl-hepta-2,4-dienyloxy]-tetrahydro-furan-2-yl}-butan-1-ol
There total 16 articles about 4-Benzyloxy-3-benzyloxymethyl-1-{2-[(2E,4E)-7-(tert-butyl-dimethyl-silanyloxy)-4-methyl-hepta-2,4-dienyloxy]-tetrahydro-furan-2-yl}-butan-1-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
1H-imidazole;
In
dichloromethane;
at 0 - 20 ℃;
DOI:10.1021/ol0495624
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 84 percent / LAH / diethyl ether / 0 - 20 °C
2.1: 100 percent / NaH / tetrahydrofuran; dimethylformamide / 0 - 20 °C
3.1: 96 percent / N-methylmorpholine N-oxide / K2OsO4*2H2O / acetone; H2O / 12 h / 20 °C
4.1: 90 percent / NaIO4 / tetrahydrofuran; H2O / 0 - 20 °C
5.1: t-BuLi / tetrahydrofuran; pentane / -78 - 0 °C
5.2: tetrahydrofuran; pentane / 1 h / -78 °C
6.1: 17.0 g / imidazole / CH2Cl2 / 0 - 20 °C
7.1: 79 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 0 - 20 °C
8.1: 85 percent / TBAF / tetrahydrofuran / 0 - 20 °C
9.1: 84.4 percent / imidazole / CH2Cl2 / 0 - 20 °C
With
1H-imidazole; sodium periodate; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; tert.-butyl lithium; pyridinium p-toluenesulfonate; sodium hydride; 4-methylmorpholine N-oxide;
potassium osmate(VI);
In
tetrahydrofuran; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetone; pentane;
DOI:10.1021/ol0495624
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 100 percent / NaH / tetrahydrofuran; dimethylformamide / 0 - 20 °C
2.1: 96 percent / N-methylmorpholine N-oxide / K2OsO4*2H2O / acetone; H2O / 12 h / 20 °C
3.1: 90 percent / NaIO4 / tetrahydrofuran; H2O / 0 - 20 °C
4.1: t-BuLi / tetrahydrofuran; pentane / -78 - 0 °C
4.2: tetrahydrofuran; pentane / 1 h / -78 °C
5.1: 17.0 g / imidazole / CH2Cl2 / 0 - 20 °C
6.1: 79 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 0 - 20 °C
7.1: 85 percent / TBAF / tetrahydrofuran / 0 - 20 °C
8.1: 84.4 percent / imidazole / CH2Cl2 / 0 - 20 °C
With
1H-imidazole; sodium periodate; tetrabutyl ammonium fluoride; tert.-butyl lithium; pyridinium p-toluenesulfonate; sodium hydride; 4-methylmorpholine N-oxide;
potassium osmate(VI);
In
tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetone; pentane;
DOI:10.1021/ol0495624
