Isolation and identification of a novel impurity of erythromycin A 9-oxime desosaminehydrazinium salt.
In the manufacturing process for Biaxin (clarithromycin), erythromycin-A oxime, an intermediate, is obtained in high yield, when erythromycin-A is treated with hydroxylamine/isopropyl alcohol in the presence of acetic acid. An unusual impurity, the desosamine hydrazinium salt, is generated in this step of the synthetic pathway, and has been isolated and characterized by using one and two-dimensional NMR spectroscopy in conjunction with MS and EDS.
Zhou
Casey Chun
CC
Huang
Xiaomei
X
Ford
Kelley L
KL
Hollis
L Steven
LS
D004917:Erythromycin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000302:isolation & purification*; D006834:Hydrazines / Q000138:chemical synthesis / Q000302:isolation & purification*; D009682:Magnetic Resonance Spectroscopy
D006834:Hydrazines; C506329:erythromycin A 9-oxime desosaminehydrazinium salt; D004917:Erythromycin