Lithium Hydroxide → HCID 11753092, compound

Participants

Reaction Steps

Methyl ester 3.2 (40 mg) and 1N LiOH (1 ml) in 3 ml MeOH/THF (1:2) was stirred at rt 18 h before being concentrated and partitioned between EtOAc and H2O. The aqueous layer was acidified with 1N HCl and extracted with EtOAc (3×). The organic extracts were washed with H2O, brine, and dried (Na2SO4). Concentration gave 3.3, 39 mg (100%). HRMS (ESI) calc'd for C32H32ClN2O4 542.1972; found 543.2050 (MH+); 1H NMR (300 MHz, CDCl3) δ 7.83 (d, J=15.8, 1H), 7.39–7.23 (m, 7H), 7.18 (d, J=2.6, 1H), 6.99–6.94 (m, 3H), 6.45 (s, 1H), 6.38 (d, J=6.1, 1H), 4.94 (s, 2H), 4.13–4.01 (m, 1H), 3.88 (s, 3H), 2.04–1.83 (m, 6H), 1.32–1.21 (m, 4H).

Provenance & Evidence