Technology Process of (5Z,8Z,11Z,14Z)-17-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-heptadeca-5,8,11,14-tetraenoic acid [(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-amide
There total 9 articles about (5Z,8Z,11Z,14Z)-17-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-heptadeca-5,8,11,14-tetraenoic acid [(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-amide 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:
-
Multi-step reaction with 6 steps
1: 95 percent / TBAF / tetrahydrofuran / 1 h / 0 °C
2: 45 percent / CuI; NaI; Cs2CO3 / dimethylformamide / 18 h / 35 °C
3: 47 percent / H2 / P-2 Ni / ethanol / 8 h / 13 °C
4: 81 percent / DMAP; NEt3 / CH2Cl2 / 15 h / 20 °C
5: 96 percent / LiOH / methanol / 22 h / 55 °C
6: i-BuOCOCl; NMN / acetonitrile / 3 h / -5 °C
With
dmap; lithium hydroxide; copper(l) iodide; nicotinamide mononucleotide; tetrabutyl ammonium fluoride; hydrogen; caesium carbonate; triethylamine; sodium iodide; isobutyl chloroformate;
P-2 Ni;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmcl.2006.04.059
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 47 percent / H2 / P-2 Ni / ethanol / 8 h / 13 °C
2: 81 percent / DMAP; NEt3 / CH2Cl2 / 15 h / 20 °C
3: 96 percent / LiOH / methanol / 22 h / 55 °C
4: i-BuOCOCl; NMN / acetonitrile / 3 h / -5 °C
With
dmap; lithium hydroxide; nicotinamide mononucleotide; hydrogen; triethylamine; isobutyl chloroformate;
P-2 Ni;
In
methanol; ethanol; dichloromethane; acetonitrile;
DOI:10.1016/j.bmcl.2006.04.059
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 96 percent / TsOH / CH2Cl2 / 24 h / Heating
2: 85 percent / CuI; NaI; K2CO3 / dimethylformamide / 20 h / 30 °C
3: 90 percent / CBr4; PPh3 / CH2Cl2 / 1 h
4: 45 percent / CuI; NaI; Cs2CO3 / dimethylformamide / 18 h / 35 °C
5: 47 percent / H2 / P-2 Ni / ethanol / 8 h / 13 °C
6: 81 percent / DMAP; NEt3 / CH2Cl2 / 15 h / 20 °C
7: 96 percent / LiOH / methanol / 22 h / 55 °C
8: i-BuOCOCl; NMN / acetonitrile / 3 h / -5 °C
With
dmap; lithium hydroxide; copper(l) iodide; carbon tetrabromide; nicotinamide mononucleotide; hydrogen; potassium carbonate; caesium carbonate; toluene-4-sulfonic acid; triethylamine; triphenylphosphine; sodium iodide; isobutyl chloroformate;
P-2 Ni;
In
methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmcl.2006.04.059