Boc-Lys(Z)-Lys(Boc)-Lys(Z)-OMe → HCID 101379021, compound

Participants

Reaction Steps

To a solution of 12 (0.88 g, 0.99 mmol) in MeOH (25 mL) and DCM (25 mL), was added Pd/C (0.20 g). This solution was flushed with H2 for 30 min. and then fitted with an H2 balloon. The reaction was allowed to proceed for 8 h at which time the mixture was filtered through celite, and conc. in vacuo to yield pure clear product 13 (0.622 g, quantitative): 1H NMR (500 MHz, d6 DMSO) δ 8.42 (br s, 1H), 8.16 (br s, 4H), 7.92 (br s, 1H), 6.92 (br s, 1H), 6.74 (br s, 1H), 4.27 (br s, 1H), 4.20 (br s, 1H), 3.89 (br s, 1H), 3.62 (s, 3H), 3.46 (br s, 3H), 2.87-2.73 (m, 5H), 2.52 (s, 1H), 1.80-1.45 (br s, 10H), 1.45-1.15 (m, 22H); 13C NMR (125 MHz, d6 DMSO) δ 173.2, 172.8, 156.4, 156.2, 78.94, 78.19, 54.91, 53.1, 52.7, 52.6, 39.3, 39.2, 32.8, 32.0, 30.9, 29.1, 29.1, 27.3, 27.2, 23.2, 23.1. HRMS (FAB) m/z calcd for C29H56N6O8 (M+H)+ 617.4238, found 617.4236.

Provenance & Evidence