Technology Process of (-)-(R)-2-[(1R,2S)-2-[(1,1-dimethylethyl)dimethylsilyloxy]-4-methylcyclohex-3-enyl]propanal
There total 7 articles about (-)-(R)-2-[(1R,2S)-2-[(1,1-dimethylethyl)dimethylsilyloxy]-4-methylcyclohex-3-enyl]propanal which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide;
In
dichloromethane;
at 20 ℃;
for 2h;
Molecular sieve;
Inert atmosphere;
DOI:10.1021/ol302106y
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: disodium hydrogenphosphate; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.5 h / 0 °C / Inert atmosphere
2.1: diphenyl diselenide; sodium tetrahydroborate / methanol / 3 h / 20 - 65 °C / Inert atmosphere
2.2: 12 h / 0 - 65 °C / Inert atmosphere
3.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Inert atmosphere
4.1: dmap; pyridine / 2 h / 0 °C / Inert atmosphere
5.1: 1H-imidazole / N,N-dimethyl-formamide / 18 h / 20 °C / Inert atmosphere
6.1: diisobutylaluminium hydride / dichloromethane / 1 h / -78 °C / Inert atmosphere
7.1: 4-methylmorpholine N-oxide; tetrapropylammonium perruthennate / dichloromethane / 2 h / 20 °C / Molecular sieve; Inert atmosphere
With
pyridine; 1H-imidazole; dmap; sodium tetrahydroborate; disodium hydrogenphosphate; lithium aluminium tetrahydride; tetrapropylammonium perruthennate; diphenyl diselenide; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; 3-chloro-benzenecarboperoxoic acid;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol302106y
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: diphenyl diselenide; sodium tetrahydroborate / methanol / 3 h / 20 - 65 °C / Inert atmosphere
1.2: 12 h / 0 - 65 °C / Inert atmosphere
2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Inert atmosphere
3.1: dmap; pyridine / 2 h / 0 °C / Inert atmosphere
4.1: 1H-imidazole / N,N-dimethyl-formamide / 18 h / 20 °C / Inert atmosphere
5.1: diisobutylaluminium hydride / dichloromethane / 1 h / -78 °C / Inert atmosphere
6.1: 4-methylmorpholine N-oxide; tetrapropylammonium perruthennate / dichloromethane / 2 h / 20 °C / Molecular sieve; Inert atmosphere
With
pyridine; 1H-imidazole; dmap; sodium tetrahydroborate; lithium aluminium tetrahydride; tetrapropylammonium perruthennate; diphenyl diselenide; diisobutylaluminium hydride; 4-methylmorpholine N-oxide;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol302106y