Technology Process of ethyl (Z,4S,6S)-2-{(E)-3-[(4-methoxybenzyl)oxy]-2-methyl-1-propenyl}-4,6-dimethyl-2-octenoate
There total 12 articles about ethyl (Z,4S,6S)-2-{(E)-3-[(4-methoxybenzyl)oxy]-2-methyl-1-propenyl}-4,6-dimethyl-2-octenoate 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
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; water; Petroleum ether;
at 60 - 65 ℃;
for 2h;
DOI:10.1021/jo0201777
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 71 percent / pyridine / CH2Cl2 / 2 h / -78 °C
2.1: lithium diisopropylamide / tetrahydrofuran; heptane; ethylbenzene / 1 h / -78 °C
2.2: 70 percent / heptane; tetrahydrofuran; ethylbenzene / 6 h / -78 - 20 °C
3.1: 92 percent / LiBH4 / diethyl ether; methanol; tetrahydrofuran / 0 - 20 °C
4.1: oxalyl chloride; dimethyl sulfoxide; triethylamine / CH2Cl2 / -78 - 0 °C
5.1: 1.162 g / PPh3 / CH2Cl2 / 0 - 20 °C
6.1: 98 percent / n-BuLi / tetrahydrofuran; petroleum ether / -78 - 20 °C
7.1: n-Bu3SnH; Pd(PPh3)4 / tetrahydrofuran / 3 h / 20 °C
7.2: 733 mg / I2 / CH2Cl2 / 3.5 h / 20 °C
8.1: 303 mg / Pd(PPh3)4 / tetrahydrofuran; petroleum ether; H2O / 2 h / 60 - 65 °C
With
pyridine; lithium borohydride; tetrakis(triphenylphosphine) palladium(0); n-butyllithium; oxalyl dichloride; tri-n-butyl-tin hydride; dimethyl sulfoxide; triethylamine; triphenylphosphine; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; diethyl ether; n-heptane; dichloromethane; ethylbenzene; water; Petroleum ether;
4.1: Swern oxidation / 5.1: Corey-Fuchs reaction;
DOI:10.1021/jo0201777
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: CuCN; n-BuLi; n-Bu3SnH / tetrahydrofuran; petroleum ether; hexamethylphosphoric acid triamide / 0.75 h / -78 °C
1.2: tetrahydrofuran; petroleum ether; hexamethylphosphoric acid triamide / 1 h / 20 °C
1.3: 88 percent / I2 / tetrahydrofuran; petroleum ether; hexamethylphosphoric acid triamide / 16 h / 20 °C
2.1: n-BuLi / tetrahydrofuran; petroleum ether / -78 - 20 °C
2.2: tetrahydrofuran; petroleum ether / -78 - 20 °C
3.1: NaOH / tetrahydrofuran; petroleum ether; H2O / 0.33 h / 20 °C
4.1: 303 mg / Pd(PPh3)4 / tetrahydrofuran; petroleum ether; H2O / 2 h / 60 - 65 °C
With
sodium hydroxide; tetrakis(triphenylphosphine) palladium(0); n-butyllithium; tri-n-butyl-tin hydride;
In
tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; water; Petroleum ether;
DOI:10.1021/jo0201777