105882-69-7Relevant articles and documents
Synthesis of ring-contracted erythromycin a derivatives via microwave-assisted intramolecular transesterification
Bao, Kai,Zhang, Weige,Zhang, Chuanliang,Qu, Yingwei,Tian, Liang,Wu, Lan,Zhao, Xiang,Cheng, Maosheng
, p. 2123 - 2129 (2008/02/11)
The synthesis of ring-contracted derivatives of erythromycin A via intramolecular transesterification under microwave irradiation of 8,9-anhydro-erythromycin A 6,9-hemiketal and its derivatives is described. It was found that microwave irradiation could s
Translactonization of erythromycin a during oximation: Mixture analysis and reaction monitoring by NMR
Grover, Rajesh K.,Joshi,Batra,Roy, Raja,Bhaduri
, p. 355 - 360 (2007/10/03)
Oximation of erythromycin A with hydroxylamine hydrochloride and sodium acetate in methanol led to the formation of pseudoerythromycin A enol ether with erythromycin A oxime as analysed by detailed two-dimensional NMR spectroscopy in the mixture along with traces of 8,9-anhydroerythromycin A 6,9-hemiketal and erythromycin A 6,9:9,12-spiroketal. The formation of the degraded products was established by performing in situ 13C NMR spectroscopy. The analysis suggests that pseudoerythromycin A enol ether is formed by the translactonization of erythromycin A enol ether which forms as a result of acid degradation. Copyright
Translactonization in Erythromycins
Kibwage, Isaac O.,Busson, Roger,Janssen, Gerard,Hoogmartens, Jos,Vanderhaeghe, Hubert
, p. 990 - 996 (2007/10/02)
When erythromycin A is heated in diethylamine-acetic acid, an erythromycin hemiketal is obtained, which can be further transformed into a new enol ether and spiroketal.The new enol ether is also obtained in equilibrium with the normal one on heating erythromycin A or B in pyridine-acetic acid.The novel compounds, which will be called pseudoerythromycin derivatives, are characterized by a translactonization between the C11-hydroxyl and the lactone group.Their structure was proved by mass and 1H and 13C NMR spectrometry, by acetylation experiments, and by degradation with lead tetraacetate.