5H-1,3-Dioxolo4,5-cpyrrole-5-carboxylic acid, 4-(4,5-dihydro-4-oxo-1H-pyrrolo3,2-dpyrimidin-7-yl)-6-(1,1-dimethylethyl)dimethylsilyloxymethyltetrahydro-2,2-dimethyl-, 1,1-dimethylethyl ester, (3aS,4S,6R,6aR)- synthesis
- Product Name:5H-1,3-Dioxolo4,5-cpyrrole-5-carboxylic acid, 4-(4,5-dihydro-4-oxo-1H-pyrrolo3,2-dpyrimidin-7-yl)-6-(1,1-dimethylethyl)dimethylsilyloxymethyltetrahydro-2,2-dimethyl-, 1,1-dimethylethyl ester, (3aS,4S,6R,6aR)-
- CAS Number:222631-13-2
- Molecular formula:C25H40N4O6Si
- Molecular Weight:520.69
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Yield:-
Steps:
Multi-step reaction with 9 steps
1.1: NCS / pentane / 1 h
1.2: LiTMP / tetrahydrofuran / -78 °C
2.1: 0.83 g / tetrahydrofuran / 1 h / -78 °C
3.1: 85 percent / CH2Cl2 / 16 h / 20 °C
4.1: dimethylformamide / 1 h / 65 - 70 °C
5.1: 0.68 g / aq. AcOH / tetrahydrofuran / 1.5 h / 20 °C
6.1: 3.46 g / NaOAc / methanol / 16 h / 20 °C
7.1: 3.68 g / DBU / CH2Cl2 / 4 h / Heating
8.1: 0.12 g / H2 / Pd/C / ethanol / 3 h
9.1: 1.3 g / ethanol / 16 h / Heating
References:
Evans, Gary B.;Furneaux, Richard H.;Gainsford, Graeme J.;Schramm, Vern L.;Tyler, Peter C. [Tetrahedron,2000,vol. 56,# 19,p. 3053 - 3062]
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