@article {Bender1401_2016, year = {2016}, author = {Bender, Matthias and Mouritsen, Henrik and Christoffers, Jens}, title = {A robust synthesis of 7,8-didemethyl-8-hydroxy-5-deazariboflavin}, journal = {Beilstein journal of organic chemistry}, volume = {12}, page = {912-917}, DOI = {10.3762/bjoc.12.89}, keywords = {Carbohydrates, Heterocyclic Compounds, Protective Groups, Riboflavin Derivatives, Ribose Derivatives}, abstract = {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} }