Technology Process of (1S,2R,5R)-2-((1,3-dioxolan-2-yl)methyl)-1(2-(ethoxycarbonyl)ethynyl)-2,4,5-trimethylcyclohex-3-en-1-ol
There total 15 articles about (1S,2R,5R)-2-((1,3-dioxolan-2-yl)methyl)-1(2-(ethoxycarbonyl)ethynyl)-2,4,5-trimethylcyclohex-3-en-1-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
propynoic acid ethyl ester;
In
tetrahydrofuran; hexane;
at -78 ℃;
for 1h;
Inert atmosphere;
(2R,5R)-2-((1,3-dioxolan-2-yl)methyl)-2,4,5-trimethylcycohex-3-en-1-one;
In
tetrahydrofuran;
at -78 ℃;
for 1h;
Inert atmosphere;
DOI:10.1038/ja.2012.124
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / toluene / 18 h / 80 °C / Inert atmosphere
2.1: tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere
2.2: 1 h / -78 °C / Inert atmosphere
With
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride;
In
tetrahydrofuran; hexane; toluene;
DOI:10.1038/ja.2012.124
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 1 h / 0 - 20 °C
2.1: magnesium; ethylene dibromide / tetrahydrofuran / 1 h / Inert atmosphere; Reflux
2.2: 1 h / 20 °C / Inert atmosphere
3.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 1 h / 0 - 20 °C
4.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / toluene / 18 h / 80 °C / Inert atmosphere
5.1: tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere
5.2: 1 h / -78 °C / Inert atmosphere
With
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; sodium hydrogencarbonate; Dess-Martin periodane; magnesium; ethylene dibromide;
In
tetrahydrofuran; hexane; dichloromethane; toluene;
DOI:10.1038/ja.2012.124
