Process for preparing erythromycin A oxime

Organic compounds -- part of the class 532-570 series – Organic compounds – Carbohydrates or derivatives

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536 185, C07H 100

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058080171

ABSTRACT:
A process of preparing 9-oxime erythromycin A using a mild acid catalyst such as acetic acid and a mildly polar solvent such as isopropanol is provided. In accordance with that process, erythromycin A is reacted with hydroxylamine in the presence of acetic acid and isopropanol. A process of the present invention can also be used to increase the E to Z isomeric ratio of synthesized 9-oxime erythromycin A.

REFERENCES:
patent: 3478014 (1969-11-01), Djokic et al.
patent: 4150220 (1979-04-01), Sciavolino
patent: 4526889 (1985-07-01), Bright
patent: 4672109 (1987-06-01), Watanabe et al.
patent: 5274085 (1993-12-01), Amano et al.
Tetrahedron Letters, vol. 2 (1970), pp. 157-160, E. H. Massey et al., "Erythromycylamine".

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