Technology Process of (2S,3R,4S,6R)-2,6-dimethyl-4-methoxy-7-(5-nitro-2,3,6-trimethoxy-phenyl)-heptane-1,3-diol-1,3-bis-(tert-butyl-dimethyl-silyl) ether
There total 11 articles about (2S,3R,4S,6R)-2,6-dimethyl-4-methoxy-7-(5-nitro-2,3,6-trimethoxy-phenyl)-heptane-1,3-diol-1,3-bis-(tert-butyl-dimethyl-silyl) ether 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
2,6-dimethylpyridine;
In
dichloromethane;
at 0 - 20 ℃;
for 2h;
DOI:10.1021/jo034870l
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: 91 percent / proton sponge / CH2Cl2 / 8 h / 20 °C
2.1: 89 percent / methanol; tetrahydrofuran / 2.5 h / 0 °C
3.1: 95 percent / ceric ammonium nitrate (CAN); H2O / acetonitrile / 0.5 h / 0 °C
4.1: 99 percent / imidazole / dimethylformamide / 18 h / 20 °C
5.1: 90 percent / DIBAL-H / CH2Cl2; toluene / 3 h / -78 °C
6.1: 80 percent / CH2Cl2 / 2.5 h / -78 °C
7.1: 97 percent / Dess-Martin periodinane / CH2Cl2 / 2 h / 20 °C
8.1: NaHMDS / diethyl ether / 1 h / 0 - 20 °C
8.2: 98 percent / diethyl ether / 2 h / 20 °C
9.1: 99 percent / aq. HF / acetonitrile / 3 h / 20 °C
10.1: BH3*THF / tetrahydrofuran / 2.25 h / -5 °C
10.2: 78 percent / aq. NaOH; aq. H2O2 / tetrahydrofuran; methanol / 2 h / 0 - 20 °C
11.1: 90 percent / 2,6-lutidine / CH2Cl2 / 2 h / 0 - 20 °C
With
1H-imidazole; 2,6-dimethylpyridine; borane-THF; Proton Sponge; ammonium cerium(IV) nitrate; hydrogen fluoride; water; sodium hexamethyldisilazane; diisobutylaluminium hydride; Dess-Martin periodane;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
8.2: Wittig reaction;
DOI:10.1021/jo034870l
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 80 percent / CH2Cl2 / 2.5 h / -78 °C
2.1: 97 percent / Dess-Martin periodinane / CH2Cl2 / 2 h / 20 °C
3.1: NaHMDS / diethyl ether / 1 h / 0 - 20 °C
3.2: 98 percent / diethyl ether / 2 h / 20 °C
4.1: 99 percent / aq. HF / acetonitrile / 3 h / 20 °C
5.1: BH3*THF / tetrahydrofuran / 2.25 h / -5 °C
5.2: 78 percent / aq. NaOH; aq. H2O2 / tetrahydrofuran; methanol / 2 h / 0 - 20 °C
6.1: 90 percent / 2,6-lutidine / CH2Cl2 / 2 h / 0 - 20 °C
With
2,6-dimethylpyridine; borane-THF; hydrogen fluoride; sodium hexamethyldisilazane; Dess-Martin periodane;
In
tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile;
3.2: Wittig reaction;
DOI:10.1021/jo034870l
