Technology Process of (10E,12E,14E)-(4R,8R)-4-(tert-Butyl-dimethyl-silanyloxy)-8,14-dimethyl-hexadeca-10,12,14-trienoic acid (S)-1-acetyl-5-benzyl-2-oxo-2,5-dihydro-1H-pyrrol-3-yl ester
There total 15 articles about (10E,12E,14E)-(4R,8R)-4-(tert-Butyl-dimethyl-silanyloxy)-8,14-dimethyl-hexadeca-10,12,14-trienoic acid (S)-1-acetyl-5-benzyl-2-oxo-2,5-dihydro-1H-pyrrol-3-yl ester 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
dmap; triethylamine; 2-chloropyridinium methiodide;
In
dichloromethane;
Ambient temperature;
DOI:10.1021/ja00354a072
- Guidance literature:
-
Multi-step reaction with 13 steps
1: NaH / tetrahydrofuran
2: 85 percent / OsO4/N-methylmorpholine N-oxide, H5IO6
4: H2O
5: LiAlH4/(-)-N-methylephedrine / diethyl ether / -15 °C
7: 1.) RLi / 2.) THF, -78 deg C
8: H2 / 5percent Rh/Al2O3 / ethanol
9: H2 / 10percent Pd/C / ethanol
10: 80 percent / pyridinium chlorochromate
11: 69 percent / 1.) RLi / 2.) THF, -78 deg C; HMPA, RT, 3 h
12: NaOH / aq. ethanol
13: 69 percent / 2-chloropyridine methiodide, DMAP, Et3N / CH2Cl2 / Ambient temperature
With
dmap; sodium hydroxide; osmium(VIII) oxide; lithium aluminium tetrahydride; (-)-N-methylephedrine; water; hydrogen; sodium hydride; 4-methylmorpholine N-oxide; periodic acid; triethylamine; pyridinium chlorochromate; 2-chloropyridinium methiodide;
palladium on activated charcoal; Rh/Al2O3;
In
tetrahydrofuran; diethyl ether; ethanol; dichloromethane;
DOI:10.1021/ja00354a072
- Guidance literature:
-
Multi-step reaction with 12 steps
1: 85 percent / OsO4/N-methylmorpholine N-oxide, H5IO6
3: H2O
4: LiAlH4/(-)-N-methylephedrine / diethyl ether / -15 °C
6: 1.) RLi / 2.) THF, -78 deg C
7: H2 / 5percent Rh/Al2O3 / ethanol
8: H2 / 10percent Pd/C / ethanol
9: 80 percent / pyridinium chlorochromate
10: 69 percent / 1.) RLi / 2.) THF, -78 deg C; HMPA, RT, 3 h
11: NaOH / aq. ethanol
12: 69 percent / 2-chloropyridine methiodide, DMAP, Et3N / CH2Cl2 / Ambient temperature
With
dmap; sodium hydroxide; osmium(VIII) oxide; lithium aluminium tetrahydride; (-)-N-methylephedrine; water; hydrogen; 4-methylmorpholine N-oxide; periodic acid; triethylamine; pyridinium chlorochromate; 2-chloropyridinium methiodide;
palladium on activated charcoal; Rh/Al2O3;
In
diethyl ether; ethanol; dichloromethane;
DOI:10.1021/ja00354a072
