Reaction Steps
Following the experimental and purification procedure of Step 1i, (1S,4R,6S,13S,17R)-7-cis-13-tert-butoxycarbonylamino-17-(7-methoxy-2-phenyl-quinolin-4-yloxy)-2,14-dioxo-3,15-diazatricyclo [13.3.0.04,6]octadec-7-ene-4-carboxylic acid ethyl ester (290 mg, 0.406 mmol) was reacted with 100 mg (2.5 mmol) of LiOH in 23.9 mL of 14.4:7.7:1.8 of THF/H2O/MeOH to afford (1S,4R,6S,13S,17R)-7-cis-13-tert-butoxy-carbonylamino-17-(7-methoxy-2-phenylquin-olin-4-yloxy)-2,14-dioxo-3,15-diazatricyclo-[13.3.0.04,6]octadec-7-ene-4-carboxylic acid (279 mg, 100%): 1H NMR (300 MHz, CD3OD) δ 0.97-1.05 (m, 2H), 1.14 (s, 9H), 1.20-1.55 (m, 5H), 1.60-1.73 (m, 2H), 1.85 (brs, 1H), 2.06-2.22 (m, 1H), 2.29 (brs, 1H), 2.52-2.73 (m, 2H), 3.93 (s, 3H), 4.14-4.19 (m, 1H), 4.26 (d, J=9.5 Hz, 1H), 4.56-4.67 (m, 2H), 5.47-5.53 (m, 2H), 5.71-5.78 (m, 1H), 7.08 (dd, J=9.1, 2.2 Hz, 1H), 7.22 (s, 1H), 7.37 (d, J=2.2 Hz, 1H), 7.45-7.56 (m, 3H), 8.02, 8.04 (2s, 2H), 8.09 (d, J=9.1 Hz, 1H). LC-MS (Method E-retention time: 1.60), MS m/z 685 (M++1). Step 7j: Preparation of Compound 7, Example 7 (1S,4R,65,13S,17R)-7-cis-[4-Cyclopropanesulfonylamino-carbonyl-17-(7-methoxy-2-phenylquinolin-4-yloxy)-2,14-dioxo-3,15-diazatricyclo[13.3.0.04,6]octadec-7-en-13-yl]carbamic acid tert-butyl ester
