Technology Process of ethyl (3S)-hydroxy-3-(6-methoxy-7-methyl-benzo[d][1,3]dioxol-5-yl)-2-(4-methylphenylsulfonyloxy)-(2R)-propionate
There total 9 articles about ethyl (3S)-hydroxy-3-(6-methoxy-7-methyl-benzo[d][1,3]dioxol-5-yl)-2-(4-methylphenylsulfonyloxy)-(2R)-propionate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: AD mix-α / 2-methyl-propan-2-ol; H2O / 12 h / 20 °C
1.2: 93 percent / sodium sulfite / H2O; 2-methyl-propan-2-ol / 0 °C
2.1: 85 percent / triethylamine / CH2Cl2 / 0 - 20 °C
With
AD-mix-α; triethylamine;
In
dichloromethane; water; tert-butyl alcohol;
1.1: Sharpless dihydroxylation;
DOI:10.1016/j.tet.2006.09.056
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: potassium hydroxide / methanol; H2O
2.1: 4.7 g / ethyldiisopropylamine / CH2Cl2 / 0 - 20 °C
3.1: n-butyl lithium / tetrahydrofuran; hexane / 0.17 h / -78 °C
3.2: 90 percent / tetramethylethylenediamine / tetrahydrofuran; hexane / 12 h / -78 - 20 °C
4.1: HCl / ethanol / Heating
5.1: 3.0 g / potassium carbonate / acetone / 5 h / Heating
6.1: POCl3 / 0.25 h / cooling
6.2: 90 percent / dimethylformamide / 100 - 110 °C
7.1: 95 percent / benzene / 24 h / 20 °C
8.1: AD mix-α / 2-methyl-propan-2-ol; H2O / 12 h / 20 °C
8.2: 93 percent / sodium sulfite / H2O; 2-methyl-propan-2-ol / 0 °C
9.1: 85 percent / triethylamine / CH2Cl2 / 0 - 20 °C
With
hydrogenchloride; potassium hydroxide; AD-mix-α; n-butyllithium; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; trichlorophosphate;
In
tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; water; acetone; tert-butyl alcohol; benzene;
6.2: Vilsmeier-Haack formylation / 7.1: Wittig olefination / 8.1: Sharpless dihydroxylation;
DOI:10.1016/j.tet.2006.09.056
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 4.7 g / ethyldiisopropylamine / CH2Cl2 / 0 - 20 °C
2.1: n-butyl lithium / tetrahydrofuran; hexane / 0.17 h / -78 °C
2.2: 90 percent / tetramethylethylenediamine / tetrahydrofuran; hexane / 12 h / -78 - 20 °C
3.1: HCl / ethanol / Heating
4.1: 3.0 g / potassium carbonate / acetone / 5 h / Heating
5.1: POCl3 / 0.25 h / cooling
5.2: 90 percent / dimethylformamide / 100 - 110 °C
6.1: 95 percent / benzene / 24 h / 20 °C
7.1: AD mix-α / 2-methyl-propan-2-ol; H2O / 12 h / 20 °C
7.2: 93 percent / sodium sulfite / H2O; 2-methyl-propan-2-ol / 0 °C
8.1: 85 percent / triethylamine / CH2Cl2 / 0 - 20 °C
With
hydrogenchloride; AD-mix-α; n-butyllithium; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; trichlorophosphate;
In
tetrahydrofuran; ethanol; hexane; dichloromethane; water; acetone; tert-butyl alcohol; benzene;
5.2: Vilsmeier-Haack formylation / 6.1: Wittig olefination / 7.1: Sharpless dihydroxylation;
DOI:10.1016/j.tet.2006.09.056