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- W2950458078 abstract "Two mechanisms proposed for the acid-catalyzed conversions of mitomycins into mitosenes were investigated by deuterium incorporation methods. Four different mitomycins, an aziridinomitosene, and an N-acetylmitomycin all underwent the conversion in acetic acid-d with no incorporation of deuterium at C-1. This evidence suggests that the mechanism based on initial elimination of the elements of methanol to give an aziridinomitosene is more likely the correct one. The products of these reactions had considerable variation in the ratios of cis to trans isomers: 7-aminomitosanes gave a predominance of trans and 7-methoxymitosanes gave a predominance of cis. Treatment of mitomycin C with DCl in D2O gave predominantly cis product with about 45% deuterium exchange at C-1. The isomeric 2,7-diamino-1-methoxymitosenes previously obtained by treating mitomycin C in methanol containing acetic acid were found to have stereochemistry opposite to that originally assigned by us." @default.
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- W2950458078 date "1985-11-05" @default.
- W2950458078 modified "2023-09-26" @default.
- W2950458078 title "ChemInform Abstract: A COMPARISON OF MECHANISMS PROPOSED FOR THE CONVERSION OF MITOMYCINS INTO MITOSENES" @default.
- W2950458078 cites W2092339658 @default.
- W2950458078 doi "https://doi.org/10.1002/chin.198544337" @default.
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