Technology Process of (4S,5S,6R)-6-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-heptane-1,5-diol
There total 10 articles about (4S,5S,6R)-6-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-heptane-1,5-diol 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:
-
(2R,3S,4S)-2-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-hept-6-en-3-ol;
With
dimethylsulfide borane complex;
In
hexane;
at 20 ℃;
for 12h;
With
sodium hydroxide; dihydrogen peroxide;
In
ethanol; hexane; water;
at 20 ℃;
for 1h;
DOI:10.1021/ol050653q
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: imidazole / dimethylformamide / 12 h / 20 °C
2.1: 100 percent / K2OsO4*H2O; NMO / acetone; H2O / 48 h / 20 °C
3.1: 74 percent Turnov. / NaIO4 / tetrahydrofuran; H2O / -10 - 20 °C
4.1: 95 percent / BF3*Et2O / CH2Cl2 / 5 h / -78 °C
5.1: 85 percent / proton sponge; molecular sieves 4 Angstroem / CH2Cl2 / 24 h / 20 °C
6.1: 95 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 5 h / 20 °C
7.1: 99 percent / imidazole / CH2Cl2 / 8 h / 20 °C
8.1: BH3*Me2S / hexane / 12 h / 20 °C
8.2: 78 percent / NaOH; H2O2 / H2O; hexane; ethanol / 1 h / 20 °C
With
1H-imidazole; potassium osmate(VI); sodium periodate; N-methyl-2-indolinone; Proton Sponge; dimethylsulfide borane complex; 4 A molecular sieve; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride;
In
tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ol050653q
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: 99 percent / imidazole / CH2Cl2 / 8 h / 20 °C
2.1: BH3*Me2S / hexane / 12 h / 20 °C
2.2: 78 percent / NaOH; H2O2 / H2O; hexane; ethanol / 1 h / 20 °C
With
1H-imidazole; dimethylsulfide borane complex;
In
hexane; dichloromethane;
DOI:10.1021/ol050653q
