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188744-88-9

Benzoic acid, 4-(3aS,4S,6R,6aR)-6-(1,1-dimethylethyl)dimethylsilyloxymethyltetrahydro-2,2-dimethyl-4H-1,3-dioxolo4,5-cpyrrol-4-yl- synthesis

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

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Benzoic acid, 4-(3aS,4S,6R,6aR)-6-(1,1-dimethylethyl)dimethylsilyloxymethyltetrahydro-2,2-dimethyl-4H-1,3-dioxolo4,5-cpyrrol-4-yl-

188744-88-9
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-

Yield:-

Steps:

Multi-step reaction with 4 steps
1: NCS / pentane / 0.5 h / Ambient temperature
2: 1.) BuLi, 2,2,6,6-tetramethylpiperidine / 1.) THF, 0 deg C, 2.) THF, -78 deg C
3: 55 percent / tetrahydrofuran / 1 h / -78 °C
4: 1.) BuLi / 1.) THF, -78 deg C, 1 h, 2.) -78 deg C to room temperature

References:

Furneaux, Richard H.;Limberg, Gerrit;Tyler, Peter C.;Schramm, Vern L. [Tetrahedron,1997,vol. 53,# 8,p. 2915 - 2930]

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