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18162-48-6872-50-4Methylene ChloridenaphthaleneTHFTitanium Dioxide
222631-13-2

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

8synthesis methods
4H-1,3-Dioxolo4,5-cpyrrole, 4-(1,1-dimethylethyl)dimethylsilyloxymethyltetrahydro-2,2-dimethyl-, (3aR,4R,6aS)-

153172-31-7
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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)-

222631-13-2
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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]

4H-1,3-Dioxolo4,5-cpyrrole, 4-(1,1-dimethylethyl)dimethylsilyloxymethyl-3a,6a-dihydro-2,2-dimethyl-, (3aR,4R,6aS)-

153172-33-9
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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)-

222631-13-2
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References
4H-1,3-Dioxolo4,5-cpyrrole-4-acetonitrile, 6-(1,1-dimethylethyl)dimethylsilyloxymethyltetrahydro-2,2-dimethyl-, (3aS,4S,6R,6aR)-

222631-08-5
2 suppliers
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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)-

222631-13-2
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References
5H-1,3-Dioxolo4,5-cpyrrole-5-carboxylic acid, 4-(cyanomethyl)-6-(1,1-dimethylethyl)dimethylsilyloxymethyltetrahydro-2,2-dimethyl-, 1,1-dimethylethyl ester, (3aS,4S,6R,6aR)-

222631-09-6
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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)-

222631-13-2
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References
5H-1,3-Dioxolo4,5-cpyrrole-5-carboxylic acid, 4-(1Z)-1-cyano-2-hydroxyethenyl-6-(1,1-dimethylethyl)dimethylsilyloxymethyltetrahydro-2,2-dimethyl-, 1,1-dimethylethyl ester, (3aS,4S,6R,6aR)-

284490-14-8
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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)-

222631-13-2
2 suppliers
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References