Technology Process of (2R,4S,5S,6R,7S)-5-hydroxy-7-(4-methoxybenzyloxy)-4,6,8-trimethyl-3-oxononan-2-yl benzoate
There total 7 articles about (2R,4S,5S,6R,7S)-5-hydroxy-7-(4-methoxybenzyloxy)-4,6,8-trimethyl-3-oxononan-2-yl benzoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(4S,5S,6S,7S)-7-((4-methoxybenzyl)oxy)-4,6,8-trimethyl-5-((triethylsilyl)oxy)nonan-3-one;
With
tin(II) trifluoromethanesulfonate; triethylamine;
In
dichloromethane;
at -78 ℃;
for 2h;
Inert atmosphere;
(R)-2-((2S,4R,5R,6S)-6-ethyl-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)propanal;
In
dichloromethane;
for 2h;
optical yield given as %de;
Inert atmosphere;
DOI:10.1002/anie.201109080
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: diisobutylaluminium hydride / dichloromethane; toluene / 3.33 h / -20 - -10 °C / Inert atmosphere
2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C / Inert atmosphere
2.2: -78 - 20 °C / Inert atmosphere
3.1: dicyclohexylboron chloride; triethylamine / diethyl ether / 2.25 h / -78 - 0 °C / Inert atmosphere
3.2: 17 h / -17 °C / Inert atmosphere
With
oxalyl dichloride; dicyclohexylboron chloride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine;
In
diethyl ether; dichloromethane; toluene;
2.1: Swern oxidation / 2.2: Swern oxidation;
DOI:10.1002/anie.201109080
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C / Inert atmosphere
1.2: -78 - 20 °C / Inert atmosphere
2.1: dicyclohexylboron chloride; triethylamine / diethyl ether / 2.25 h / -78 - 0 °C / Inert atmosphere
2.2: 17 h / -17 °C / Inert atmosphere
With
oxalyl dichloride; dicyclohexylboron chloride; dimethyl sulfoxide; triethylamine;
In
diethyl ether; dichloromethane;
1.1: Swern oxidation / 1.2: Swern oxidation;
DOI:10.1002/anie.201109080
