Technology Process of toluene-4-sulfonic acid 4-benzyloxy-3,5-dibromo-8-(tert-butyl-dimethyl-silanyloxy)-7,7,8-trimethoxy-bicyclo[4.2.0]octa-1,3,5-trien-2-yl ester
There total 12 articles about toluene-4-sulfonic acid 4-benzyloxy-3,5-dibromo-8-(tert-butyl-dimethyl-silanyloxy)-7,7,8-trimethoxy-bicyclo[4.2.0]octa-1,3,5-trien-2-yl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
potassium carbonate;
In
acetone;
at 25 ℃;
for 10h;
DOI:10.1021/ja064063e
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 82.2 percent / N,N-diisopropylethylamine / CH2Cl2 / 0.25 h / -78 °C
2: 86.4 percent / cesium carbonate / 1,2-dimethoxy-ethane / 5 h / 90 °C
3: 96.3 percent / imidazole / dimethylformamide / 0.25 h / 25 °C
4: n-BuLi / diethyl ether; hexane / 0.08 h / -78 °C
5: 2.62 g / n-Bu4NCl; aq. KF / acetonitrile / 5 h / 25 °C
6: NBS; N,N-diisopropylethylamine / CH2Cl2 / 1 h / -78 °C
7: 1.10 g / K2CO3 / acetone / 10 h / 25 °C
With
1H-imidazole; potassium fluoride; N-Bromosuccinimide; n-butyllithium; tetrabutyl-ammonium chloride; potassium carbonate; caesium carbonate; N-ethyl-N,N-diisopropylamine;
In
1,2-dimethoxyethane; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1021/ja064063e
- Guidance literature:
-
Multi-step reaction with 9 steps
1: aq.NaOH / dioxane
2: 78.3 percent / KI; sodium hydrogencarbonate; iodine / tetrahydrofuran; H2O / 1 h / 0 °C
3: 82.2 percent / N,N-diisopropylethylamine / CH2Cl2 / 0.25 h / -78 °C
4: 86.4 percent / cesium carbonate / 1,2-dimethoxy-ethane / 5 h / 90 °C
5: 96.3 percent / imidazole / dimethylformamide / 0.25 h / 25 °C
6: n-BuLi / diethyl ether; hexane / 0.08 h / -78 °C
7: 2.62 g / n-Bu4NCl; aq. KF / acetonitrile / 5 h / 25 °C
8: NBS; N,N-diisopropylethylamine / CH2Cl2 / 1 h / -78 °C
9: 1.10 g / K2CO3 / acetone / 10 h / 25 °C
With
1H-imidazole; potassium fluoride; sodium hydroxide; N-Bromosuccinimide; n-butyllithium; tetrabutyl-ammonium chloride; iodine; sodium hydrogencarbonate; potassium carbonate; caesium carbonate; N-ethyl-N,N-diisopropylamine; potassium iodide;
In
tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1021/ja064063e