4-Benzylpiperidine → 1-Benzyl-3-(SR)-(4-benzylpiperidin-1-ylmethyl)-4-(SR)-phenyl-pyrrolidine

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Reaction Steps

The title compound was prepared from 22 mg of 1-Benzyl-3-(SR)-formyl-4-(SR)-phenylpyrrolidine, 0.013 mL of 4-benzyl-piperidine and 24 mg of sodium triacetoxyborohydride using a procedure analogous to that described in Example 9 to provide 14 mg of the title compound. RF: 0.39 (50% EtOAc in hexanes). 1H NMR (300 MHz, CDCl3): δ1.2-1.9 (m, 8H), 2.3-3.0 (m, 11H), 3.7 (ABq, 2H), 7.1-7.4 (m, 15H). Mass Spectrum (NH3 -CI): 425.3 (M+H).

Provenance & Evidence