Technology Process of (2S,3R,4R,Z)-3-((tert-butyldimethylsilyl)oxy)-8-((4-methoxybenzyl)oxy)-2,4-dimethyloct-6-enal
There total 12 articles about (2S,3R,4R,Z)-3-((tert-butyldimethylsilyl)oxy)-8-((4-methoxybenzyl)oxy)-2,4-dimethyloct-6-enal 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
diisobutylaluminium hydride;
In
dichloromethane;
at -78 ℃;
for 0.5h;
Inert atmosphere;
DOI:10.1021/ol302999v
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / -78 - 20 °C / Inert atmosphere
1.2: 3 h / -78 °C / Inert atmosphere
2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / 0 °C / Inert atmosphere
3.1: lithium borohydride / methanol; dichloromethane / 2.25 h / 0 - 20 °C / Inert atmosphere
4.1: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / -78 - 0 °C / Inert atmosphere
With
lithium borohydride; oxalyl dichloride; di-n-butylboryl trifluoromethanesulfonate; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine;
In
methanol; dichloromethane;
1.1: Evans aldol reaction / 1.2: Evans aldol reaction / 4.1: Swern oxidation;
DOI:10.1021/jo300225z
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: lithium aluminium tetrahydride / tetrahydrofuran; hexane; ethyl acetate / 1 h / -78 - 0 °C / Inert atmosphere
2.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 2.67 h / -78 - 20 °C / Inert atmosphere
2.2: 3 h / -78 °C / Inert atmosphere
2.3: 3 h / -116 °C / Inert atmosphere
3.1: tetra(n-butyl)ammonium hydroxide / tert-butyl alcohol; water / 20 h / 50 °C / Inert atmosphere
4.1: N-ethyl-N,N-diisopropylamine; 1-[(1-(cyano-?2-?ethoxy-?2-?oxoethylidenaminooxy)?dimethylamino-?morpholino)]-uronium hexafluorophosphate / N,N-dimethyl-formamide / 0.75 h / 20 °C / Inert atmosphere
4.2: 1 h / Inert atmosphere
5.1: 2,6-dimethylpyridine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere
6.1: diisobutylaluminium hydride / dichloromethane / 0.5 h / -78 °C / Inert atmosphere
With
2,6-dimethylpyridine; lithium aluminium tetrahydride; n-butyllithium; 1-[(1-(cyano-?2-?ethoxy-?2-?oxoethylidenaminooxy)?dimethylamino-?morpholino)]-uronium hexafluorophosphate; tetra(n-butyl)ammonium hydroxide; diisobutylaluminium hydride; diisopropylamine; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; hexane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/ol302999v
