Technology Process of ((2R,3R,4S,5S,6S)-4-Benzyloxy-3-hydroxy-6-methoxy-5-methyl-tetrahydro-pyran-2-yl)-acetaldehyde
There total 7 articles about ((2R,3R,4S,5S,6S)-4-Benzyloxy-3-hydroxy-6-methoxy-5-methyl-tetrahydro-pyran-2-yl)-acetaldehyde which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
((2R,3R,4S,5S,6S)-4-Benzyloxy-3-hydroxy-6-methoxy-5-methyl-tetrahydro-pyran-2-yl)-acetonitrile;
With
diisobutylaluminium hydride;
In
hexane; dichloromethane;
at -78 ℃;
for 1h;
With
hydrogenchloride;
In
hexane; dichloromethane; water;
for 0.25h;
DOI:10.1021/jo990988j
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 98 percent / p-toluenesulfonic acid monohydrate / methanol / 1.5 h / 20 °C
2.1: 47.10 g / 4-(dimethylamino)pyridine; triethylamine / CH2Cl2 / 4 h / 0 °C
3.1: 70 percent / dimethylsulfoxide / 1.5 h / 70 °C
4.1: DIBALH / CH2Cl2; hexane / 1 h / -78 °C
4.2: 12.38 g / HCl / CH2Cl2; hexane; H2O / 0.25 h
With
dmap; diisobutylaluminium hydride; toluene-4-sulfonic acid; triethylamine;
In
methanol; hexane; dichloromethane; dimethyl sulfoxide;
1.1: Hydrolysis / 2.1: Tosylation / 3.1: Substitution / 4.1: Reduction / 4.2: Hydrolysis;
DOI:10.1021/jo990988j
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 99 percent / tetra-n-butylammonium iodide; sodium hydride / tetrahydrofuran; dimethylformamide; various solvent(s) / 20 °C
2.1: 98 percent / p-toluenesulfonic acid monohydrate / methanol / 1.5 h / 20 °C
3.1: 47.10 g / 4-(dimethylamino)pyridine; triethylamine / CH2Cl2 / 4 h / 0 °C
4.1: 70 percent / dimethylsulfoxide / 1.5 h / 70 °C
5.1: DIBALH / CH2Cl2; hexane / 1 h / -78 °C
5.2: 12.38 g / HCl / CH2Cl2; hexane; H2O / 0.25 h
With
dmap; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; triethylamine;
In
tetrahydrofuran; methanol; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
1.1: Alkylation / 2.1: Hydrolysis / 3.1: Tosylation / 4.1: Substitution / 5.1: Reduction / 5.2: Hydrolysis;
DOI:10.1021/jo990988j
