Technology Process of 2-[(2R,4S,6S)-6-Methoxy-4-(4-methoxy-benzyloxy)-5,5-dimethyl-tetrahydro-pyran-2-yl]-ethanol
There total 10 articles about 2-[(2R,4S,6S)-6-Methoxy-4-(4-methoxy-benzyloxy)-5,5-dimethyl-tetrahydro-pyran-2-yl]-ethanol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(2S,4S,6S)-2-Methoxy-4-(4-methoxy-benzyloxy)-3,3-dimethyl-6-vinyl-tetrahydro-pyran;
With
benzo[1,3,2]dioxaborole;
Wilkinson's catalyst;
In
tetrahydrofuran;
at 0 - 20 ℃;
for 2.25h;
With
sodium hydroxide; dihydrogen peroxide;
In
tetrahydrofuran; methanol; water;
at 0 - 20 ℃;
DOI:10.1021/ol061626i
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 91 percent / imidazole / dimethylformamide / 2 h / 20 °C
2.1: 83 percent / acetonitrile / 22 h / 20 °C
3.1: 95 percent / Bu3SnH; AIBN / toluene / 0.83 h / 90 °C
4.1: 84 percent / Me3Al; i-PrOH / hexane / 24 h / 20 °C
5.1: 77 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 48 h / 20 °C
6.1: 98 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 2.5 h / 20 °C
7.1: N-methylmorpholine N-oxide / tetra-n-propylammonium perruthenate / CH2Cl2 / 0.5 h / 20 °C
8.1: 3.48 g / potassium bis(trimethylsilyl)amide / tetrahydrofuran; toluene / 28 h / -78 - 20 °C
9.1: catecholborane / (Ph3P)3RhCl / tetrahydrofuran / 2.25 h / 0 - 20 °C
9.2: 86 percent / H2O2; NaOH / tetrahydrofuran; methanol; H2O / 0 - 20 °C
With
1H-imidazole; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; trimethylaluminum; tri-n-butyl-tin hydride; pyridinium p-toluenesulfonate; potassium hexamethylsilazane; 4-methylmorpholine N-oxide; isopropyl alcohol; benzo[1,3,2]dioxaborole;
Wilkinson's catalyst; tetrapropylammonium perruthennate;
In
tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
3.1: Barton deoxygenation / 4.1: Meerwein-Ponndorf-Verley reduction / 8.1: Kocienski-Julia olefination;
DOI:10.1021/ol061626i
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: 3.48 g / potassium bis(trimethylsilyl)amide / tetrahydrofuran; toluene / 28 h / -78 - 20 °C
2.1: catecholborane / (Ph3P)3RhCl / tetrahydrofuran / 2.25 h / 0 - 20 °C
2.2: 86 percent / H2O2; NaOH / tetrahydrofuran; methanol; H2O / 0 - 20 °C
With
potassium hexamethylsilazane; benzo[1,3,2]dioxaborole;
Wilkinson's catalyst;
In
tetrahydrofuran; toluene;
1.1: Kocienski-Julia olefination;
DOI:10.1021/ol061626i
