反应详情

The title compound was prepared from 3.53 g of α-(R)-(3-(S)-(hydroxymethyl)-4-(S)-(3-fluorophenyl)pyrrolidin-1-yl)-isopropylacetic acid, para-methoxybenzyl ester (from Step C), 0.89 mL of oxalyl chloride, 1.448 mL DMSO, and 5.924 mL of diisopropylethylamine in 150 mL of CH2Cl2 using a procedure analogous to that described for Aldehyde 1, Step C to provide 3.32 g of the title compound as a yellowish viscous oil (94%) after flash chromatography on silica gel eluting with 15˜35% ethyl acetate in hexanes. RF: 0.38 (20% EtOAc in hexanes). 1H NMR (500 MHz, CDCl3): δ9.64 (d,1.8 Hz, 1H), 7.32˜7.34 (m, 2H), 7.23˜7.28 (m, 1H), 6.87˜6.97 (m, 5H), 5.13 (s, 2H), 3.82 (s, 3H), 3.55 (dd, 7.1 & 14.4 Hz, 1H), 3.25˜3.28 (m, 1H), 3.13˜3.20 (m, 2H), 3.07 (d, 9.6 Hz, 1H), 2.88˜2.93 (m, 1H), 2.66˜2.70 (m, 1H), 2.03˜2.10 (m, 1H), 1.00 (d, 6.4 Hz, 3H), 0.91 (d, 6.6 Hz, 3H).