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(3aR,3a'R,8aS,8a'S)-2,2'-(propane-2,2-diyl)bis(8,8a-dihydro-3aH-indeno[1,2-d]oxazole)[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
100%
Stage #1: bis[(3aR,8aS)-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-2-yl]methane With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; diisopropylamine In tetrahydrofuran at -20℃; for 3h;
Stage #2: methyl iodide In tetrahydrofuran at 60℃; for 24h;
100%
Stage #1: bis[(3aR,8aS)-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-2-yl]methane With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; diisopropylamine In tetrahydrofuran at -20℃; for 3h; Inert atmosphere; Schlenk technique;
Stage #2: methyl iodide In tetrahydrofuran at -20 - 60℃; for 24h; Inert atmosphere; Schlenk technique;
56.2%
Stage #1: bis[(3aR,8aS)-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-2-yl]methane With N,N,N,N,-tetramethylethylenediamine; lithium diisopropyl amide In tetrahydrofuran; n-heptane; ethylbenzene at -78 - -20℃; for 3h;
Stage #2: methyl iodide In tetrahydrofuran; n-heptane; ethylbenzene at -78 - 20℃; Further stages.;
Stage #1: bis[(3aR,8aS)-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-2-yl]methane With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; diisopropylamine In tetrahydrofuran; hexane for 3h; Inert atmosphere; Schlenk technique;
Stage #2: methyl iodide In tetrahydrofuran; hexane at -20 - 60℃; for 24h; Inert atmosphere;
(3aR,3a'R,8aS,8a'S)-2,2'-(propane-2,2-diyl)bis(8,8a-dihydro-3aH-indeno[1,2-d]oxazole)[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
100%
With zinc trifluoromethanesulfonate In toluene for 48h; Heating;
71%
Stage #1: 2,2-dimethylmalononitrile With zinc trifluoromethanesulfonate In toluene for 0.0833333h; Inert atmosphere;
Stage #2: (1R,2S)-1-Amino-2-indanol In toluene for 24h; Reflux; Inert atmosphere;