1-Iodopropane → HCID 11674308, compound

Participants

Reaction Steps

Following the procedures described in Example 24, Parts A and B, except that iodopropane was used instead of iodomethane, (3aR,9bS)-tert-butyl 6-chloro-5-oxo-8-ethyl-3,3a,4,5-tetrahydro-1H-pyrrolo[3,4-c]isoquinoline-2(9bH)-carboxylate, the first eluting compound from the OD column separation of N-BOC intermediate enantiomers in Example 29 and 30 (the first eluting compound gave Example 29), was converted to the title compound of Example 42 as an off-white solid. 1H NMR (CD3OD): δ 7.37 (s, 1H), 7.32 (s, 1H), 4.48 (q, 1H, J=6.8 Hz), 3.98-3.92 (m, 1H), 3.80-3.69 (overlapping m, 4H), 3.41-3.35 (m, 1H), 3.35-3.30 (m, 1H), 2.71 (q, 2H, J=7.5 Hz), 1.72-1.60 (m, 2H), 1.27 (t, 3H, J=7.7 Hz), 0.96 (t, 3H, J=7.4 Hz). LRMS (ESI): 293.2/295.2 (M+H)+.

Provenance & Evidence