Technology Process of (3S,4R,10S)-1-(4-methoxybenzyloxy)-3,4,10-trimethyl-3-(2-(2-methyl-(1,3)dioxolan-2-yl)ethyl)-10-triethylsilanyloxytetradeca-6,13-diene-2,8-dione
There total 18 articles about (3S,4R,10S)-1-(4-methoxybenzyloxy)-3,4,10-trimethyl-3-(2-(2-methyl-(1,3)dioxolan-2-yl)ethyl)-10-triethylsilanyloxytetradeca-6,13-diene-2,8-dione 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:
-
(S)-(4-methyl-2-oxo-4-triethylsilanyloxy-oct-7-enyl)phosphonic acid diethyl ester;
With
sodium hexamethyldisilazane;
In
tetrahydrofuran;
at 0 ℃;
for 0.5h;
(3R,4S)-6-(4-methoxybenzyloxy)-3,4-dimethyl-4-(2-(2-methyl-1,3-dioxolan-2-yl)ethyl)-5-oxohexanal;
In
tetrahydrofuran;
at 0 ℃;
for 0.25h;
DOI:10.1021/ol1026816
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: diisobutylaluminium hydride / hexane / 4 h / -78 - 20 °C
2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C
2.2: 15 h / 0 - 20 °C
3.1: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / dichloromethane / 0.5 h / 20 °C / Molecular sieve
4.1: hydrazine / ethylene glycol / 0.5 h / 130 °C
4.2: 3 h / 230 °C
5.1: oxygen; ozone / dichloromethane / -78 °C
5.2: 3 h / -78 - 20 °C
6.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C
6.2: 0.25 h / 0 °C
With
tetrapropylammonium perruthennate; oxygen; sodium hexamethyldisilazane; sodium hydride; diisobutylaluminium hydride; ozone; 4-methylmorpholine N-oxide; hydrazine;
In
tetrahydrofuran; hexane; dichloromethane; ethylene glycol; mineral oil;
4.2: Wolff-Kishner reduction / 6.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/ol1026816
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: palladium diacetate; triethylamine; triphenylphosphine / N,N-dimethyl-formamide / 16 h / 45 °C / 760.05 Torr
2.1: diisobutylaluminium hydride / hexane / 4 h / -78 - 20 °C
3.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C
3.2: 15 h / 0 - 20 °C
4.1: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / dichloromethane / 0.5 h / 20 °C / Molecular sieve
5.1: hydrazine / ethylene glycol / 0.5 h / 130 °C
5.2: 3 h / 230 °C
6.1: oxygen; ozone / dichloromethane / -78 °C
6.2: 3 h / -78 - 20 °C
7.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C
7.2: 0.25 h / 0 °C
With
tetrapropylammonium perruthennate; oxygen; palladium diacetate; sodium hexamethyldisilazane; sodium hydride; diisobutylaluminium hydride; ozone; 4-methylmorpholine N-oxide; triethylamine; triphenylphosphine; hydrazine;
In
tetrahydrofuran; hexane; dichloromethane; ethylene glycol; N,N-dimethyl-formamide; mineral oil;
5.2: Wolff-Kishner reduction / 7.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/ol1026816
