Sodium Hydroxide → HCID 22887906, compound

Participants

Reaction Steps

In a similar manner as shown in example 18, base saponification of 3-methoxy-5-(N-L-leucine-L-proline)carbamoyl-[1,2,4]-thiadiazole methyl ester using a solution of 1N sodium hydroxide followed by acidification using a solution of 1N HCl {3-methoxy-[1,2,4]-thiadiazol-5-yl}carbamoyl-L-leucine-L-proline as a white solid (55%). M.p. 209-21 1° C.; 1H-NMR (MeOD) δ4.64-4.67 (dd, J=8.1, 2.3 Hz, 1H, NCH), 4.44-4.45 (m, 1H, NCHpro), 3.94 (s, 3H, OMe), 3.60-3.86 (m, 2H, NCH2 pro), 1.54-2.27 (m, 6H, 3CH2), 0.94-1.01 (two d, J=6.4 Hz, 7H, 2CH3 +CH); MS (m/z) 386 (M+ +1), 271, 229, 158, 116, 86.

Provenance & Evidence