Technology Process of 2-(1,2-di(4-nitrophenylcarbonyloxy)-(1R)-ethyl)-6-fluoro-(2R)-3H,4H-chromene
There total 10 articles about 2-(1,2-di(4-nitrophenylcarbonyloxy)-(1R)-ethyl)-6-fluoro-(2R)-3H,4H-chromene which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 83 percent / K2CO3 / acetone / 8 h / Heating
2.1: 76 percent / 6 h / 210 °C
3.1: 84 percent / imidazole / CH2Cl2 / 10 h / 20 °C
4.1: BH3*DMS / tetrahydrofuran / 1.5 h / 10 °C
4.2: 75 percent / 30 percent H2O2 / 2 h / 0 °C
5.1: Dess-Martin periodinane; PhCO2H / CH2Cl2; dimethylsulfoxide / 0.5 h
6.1: 4.4 g / CH2Cl2; dimethylsulfoxide / 10 h / 20 °C
7.1: 78 percent / DIBAL-H / CH2Cl2; hexane / 0 - 20 °C
8.1: 80 percent / TBAF / tetrahydrofuran / 3 h / 20 °C
9.1: 65 percent / (-)-DET; Ti(OPr-i)4; TBHP / 4 h / -20 °C
10.1: 61 percent / DEAD; TPP / tetrahydrofuran / -20 - 20 °C
With
1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; dimethylsulfide borane complex; tetrabutyl ammonium fluoride; thiamine diphosphate; diisobutylaluminium hydride; potassium carbonate; Dess-Martin periodane; (-)-diethyl tartrate; benzoic acid; diethylazodicarboxylate;
In
tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide; acetone;
1.1: Alkylation / 2.1: Claisen rearrangement / 3.1: silylation / 4.1: hydroboration / 4.2: Oxidation / 5.1: Oxidation / 6.1: Wittig olefinatiom / 7.1: Reduction / 8.1: desilylation / 9.1: Cyclization / 10.1: Esterification;
DOI:10.1016/S0040-4020(00)00572-X
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 76 percent / 6 h / 210 °C
2.1: 84 percent / imidazole / CH2Cl2 / 10 h / 20 °C
3.1: BH3*DMS / tetrahydrofuran / 1.5 h / 10 °C
3.2: 75 percent / 30 percent H2O2 / 2 h / 0 °C
4.1: Dess-Martin periodinane; PhCO2H / CH2Cl2; dimethylsulfoxide / 0.5 h
5.1: 4.4 g / CH2Cl2; dimethylsulfoxide / 10 h / 20 °C
6.1: 78 percent / DIBAL-H / CH2Cl2; hexane / 0 - 20 °C
7.1: 80 percent / TBAF / tetrahydrofuran / 3 h / 20 °C
8.1: 65 percent / (-)-DET; Ti(OPr-i)4; TBHP / 4 h / -20 °C
9.1: 61 percent / DEAD; TPP / tetrahydrofuran / -20 - 20 °C
With
1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; dimethylsulfide borane complex; tetrabutyl ammonium fluoride; thiamine diphosphate; diisobutylaluminium hydride; Dess-Martin periodane; (-)-diethyl tartrate; benzoic acid; diethylazodicarboxylate;
In
tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide;
1.1: Claisen rearrangement / 2.1: silylation / 3.1: hydroboration / 3.2: Oxidation / 4.1: Oxidation / 5.1: Wittig olefinatiom / 6.1: Reduction / 7.1: desilylation / 8.1: Cyclization / 9.1: Esterification;
DOI:10.1016/S0040-4020(00)00572-X