Technology Process of (2E,6R,7R)-methyl 7-t-(butyldiphenylsilyloxy)-6-hydroxy-2-henicosenate
There total 4 articles about (2E,6R,7R)-methyl 7-t-(butyldiphenylsilyloxy)-6-hydroxy-2-henicosenate 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:
-
(4R,5R)-5-t-butyldiphenylsilyloxy-4-nonadecanolide;
With
diisobutylaluminium hydride;
In
hexane; dichloromethane;
at -78 ℃;
for 1h;
methyl (triphenylphosphoranylidene)acetate;
In
toluene;
at 65 - 70 ℃;
for 5h;
DOI:10.1021/jo060970q
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: AD-mix-β; methanesulfonamide / H2O; 2-methyl-propan-2-ol / 19 h / 0 °C
1.2: KOH / methanol / 2 h / 60 °C
1.3: 74 percent / p-TsOH*H2O / CH2Cl2 / 1.5 h / 20 °C
2.1: 88 percent / 2,6-lutidine / CH2Cl2; toluene / 72 h / 20 °C
3.1: diisobutylaluminum hydride / CH2Cl2; hexane / 1 h / -78 °C
3.2: 91 percent / toluene / 5 h / 65 - 70 °C
With
2,6-dimethylpyridine; methanesulfonamide; AD-mix-β; diisobutylaluminium hydride;
In
hexane; dichloromethane; water; toluene; tert-butyl alcohol;
1.1: Sharpless asymmetric dihydroxylation / 3.2: Wittig reaction;
DOI:10.1021/jo060970q
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: 88 percent / 2,6-lutidine / CH2Cl2; toluene / 72 h / 20 °C
2.1: diisobutylaluminum hydride / CH2Cl2; hexane / 1 h / -78 °C
2.2: 91 percent / toluene / 5 h / 65 - 70 °C
With
2,6-dimethylpyridine; diisobutylaluminium hydride;
In
hexane; dichloromethane; toluene;
2.2: Wittig reaction;
DOI:10.1021/jo060970q
