A selective cleavage of the oxazole moiety in noviosylcoumarin antibiotics. A new process to key intermediates for coumermycin analog synthesis

…, JM Chuang, LB Crast, RA Partyka

Index: Ueda; Chuang; Crast; Partyka Journal of Organic Chemistry, 1988 , vol. 53, # 21 p. 5107 - 5113

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Citation Number: 10

Abstract

The oxazole moiety of the noviosylcoumarinooxazole 6 was found to be cleaved selectively under mild acidic conditions to produce 3-amino-4-hydroxycoumarins 3 without destruction of the glycosidic bond. By use of this selective oxazole cleavage reaction, a new process to key intermediates for the synthesis of coumermycin analogues PNC-aminel 3a and 2'-aoetyl PNC-amine 3b has been developed by starting from coumermycin Al (1). This process ...