N-Hydroxyphthalimide → (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(1H-imidazol-2-ylmethoxyimino)acetic acid

Participants

Reaction Steps

N.m.r. in solvent A: 4.15 (m, 1H), 4.38 (m, 1H), 4.48 (m, 1H , 4.92 (m, 1H , 6.94 (s, 1H), 7.4 (s, 15H). 9. N.m.r. in solvent C: 3.4 (m, 2H), 4.2 - 4.6 (m, 4H), 4.7 (m, 1H), 5.0 (m, 1H), 5.1 (d, 1H), 5.9 (d, 1H), 6.9 (s, 1H), 7.4 (s, 15H). 10. The starting material was prepared by reaction of 2-bromomethylimidazole with N-hydroxy-phthalimide, deprotection to give 0-(imidazol-2-yl)methylhydroxylamine and condensation with 2-(2-aminothiazol-4-yl)glyoxylic acid to give 2-(2-aminothiazol-4-yl)-2-[(Z)-(imidazol-2-yl)-methoxyimino]acetic acid.

Provenance & Evidence