A robust synthesis of 7,8-didemethyl-8-hydroxy-5-deazariboflavin

نویسندگان

  • Matthias Bender
  • Henrik Mouritsen
  • Jens Christoffers
چکیده

The biosynthetic precursor of redox cofactor F420, 7,8-didemethyl-8-hydroxy-5-deazariboflavin, was prepared in four steps from 6-chlorouracil, 2-chloro-4-hydroxybenzaldehyde and bis-isopropylidene protected D-ribose. The latter aldehyde was transformed to the corresponding protected ribitylamine via the oxime, which was submitted to reduction with LiAlH4. Key advantage compared to previous syntheses is the utilization of a polyol-protective group which allowed the chromatographic purification of a key-intermediate product providing the target compound with high purity.

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عنوان ژورنال:

دوره 12  شماره 

صفحات  -

تاریخ انتشار 2016