tert-butyl (2S)-2-formylpyrrolidine-1-carboxylate → BOC-2(S)-(cyclopentanecarbonyl)pyrrolidine

Beteiligte Stoffe

Reaktionsschritte

22.5 ml (45 mmol) 2 M cyclopentylmagnesium chloride (diethyl ether) and 3.0 g (15 mmol) BOC-L-prolinal were allowed to react at −80° C. for 30 min according to procedure F. Yield of crude product 3.37 g. The product was purified with a silica column using 0–4% methanol in dichloromethane as eluent. Yield 3.10 g (11.5 mmol, 77%). The product was oxidized to the corresponding ketone according to procedure G. Yield of crude product 3.12 g. The product was purified with a silica column using 16% ethyl acetate in petroleum ether as eluent. Yield 1.3 g (4.9 mmol, 42%).

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