Trimethylsilyldiazomethane → HCID 67043761, compound

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A mixture of 6′-bromo-1-(tert-butoxycarbonyl)-1′-(2-(trimethylsilyl)ethylsulfonamido)-1′,3′-dihydrospiro[azetidine-3,2′-indene]-1′-carboxylic acid, obtained as described above, and TMSCHN2 (2.0 Min hexane, 1 mL) in CH2Cl2 (6 mL) and MeOH (3 mL) was stirred at room temperature for 19 h. After the solvent was evaporated under reduced pressure, the residue was purified by chromatography on silica gel eluted with hexanes/ethyl acetate to afford 0.3263 g (72% in three steps) of 1-tert-butyl 1′-methyl 6′-bromo-1′-(2-(trimethylsilyl)ethylsulfonamido)-1′,3′-dihydrospiro[azetidine-3,2′-indene]-1,1′-dicarboxylate as foam. LC-MS tR=2.20 min in 3 min chromatography, m/z 575, 577 (MH+), 547, 549 (MH+-28), 519, 521 (MH+-56).

Provenance & Evidence