Diisopropylethylamine → 1-Benzyl-3-(SR)-(4-phenyl-1, 2, 3, 6-tetrahydropyridin-1-ylmethyl)-4-(SR)-phenylpyrrolidine

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Reaction Steps

The title compound was prepared from 20 mg of 1-Benzyl-3-(SR)-formyl-4-(SR)-phenylpyrrolidine, 16 mg of 4-phenyl-1, 2, 3, 6-tetrahydropyridine-hydrochloride, 0.013 mL of DIEA and 23 mg of sodium triacetoxyborohydride using a procedure analogous to that described in Example 9, Step B to provide 24 mg of the title compound. RF: 0.37 (50% EtOAc in hexanes). 1H NMR (300 MHz, CDCl3): δ2.40-2.71 (m, 9H), 2.91-3.16 (m, 5H), 3.67 (ABq, J=13 Hz, 2H), 5.98-6.00 (m, 1H ), 7.07-7.41 (m, 15H). Mass Spectrum (ESI): 409.1 (M+H).

Provenance & Evidence