HCID 15870455, compound → HCID 15870457, compound

Participants

Reaction Conditions

Reaction Steps

(FIG. 8C) The above mixture of 14 and 15 (3.9 g) was dissolved in dry DMSO (30 mL) and LiN3 (1.18 g, 24 mmol) was added. The reaction mixture was stirred at 80° C. overnight, then concentrated in vacuo (oil pump). After standard work up and column chromatography using 1-2% gradient MeOH in CH2Cl2 16 was obtained as a colorless foam (2.55 g), 1H NMR δ8.92 (br s, 1H, NH), 8.72 (s, 1H, H2), 8.15 (s, 1H, H8), 8.02-7.36 (m, 15H, 3×Ph), 6.14 (d, J1′,2′=3.4, 1H, H1′), 4.44 (app t, J3′,4′=5.1, 1H, H3′), 4.27 (m, 1H, H4′), 4.01 (app t, J2′,1′=3.4, J2′,3′=4.9, 1H, H2′), 3.53 (dd, J5′,4′=3.2, J5′,5″=13.3, 1H, H5′), 3.37 (dd, J5″,4′=4.5, J5″,5′=13.3, 1H, H5″), 3.29 (s, 3H, OMe), 1.13 (s, 9H, t-Bu).

Provenance & Evidence