反应详情

The title compound was prepared using analogous procedures described in EXAMPLE 3 from (1-ethynylcyclopentyl)benzene and enantiomerically pure propyl (7-azido-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl)acetate, prepared by resolution of the racemic azide on a 4.6×250 mm ChiralCel OD column eluting with 15% MeOH, 15% iPrOH, 69.75% Hexanes and 0.25% Et3N at 1 mL/min and 254 nm. Retention times=10.3 and 11.5 min. EXAMPLE 6.1 and 6.2 were prepared from the chiral azide with the retention time of 10.3 and 11.5 min respectively. 1H NMR data of EXAMPLE 6.1: 1H NMR (400 MHz, DMSO-d6): δ 12.13 (s, 1H), 7.93 (s, 1H), 7.42 (d, 1H), 7.36 (dd, 2H), 7.31-7.23 (m, 3H), 7.13 (d, 1H), 7.07-6.97 (m, 2H), 4.59 (s, 1H), 3.98-3.89 (m, 1H), 3.58-3.46 (m, 2H), 3.03-2.92 (m, 1H), 2.29-2.20 (m, 1H), 2.10-2.01 (m, 1H), 1.54-1.43 (m, 1H). MS (+ESI) m/z: 441.2.

1. washeluting with 15% MeOH, 15% iPrOH, 69.75% Hexanes and 0.25% Et3N at 1 mL/min and 254 nm
2. customRetention times=10.3 and 11.5 min
3. customEXAMPLE 6.1 and 6.2 were prepared from the chiral azide with the retention time of 10.3 and 11.5 min respectively