Guiney, D. and Gibson, C.L. and Suckling, C.J. (2003) Syntheses of highly functionalised 6-substituted pteridines. Organic and Biomolecular Chemistry, 1 (4). pp. 664-675. ISSN 1477-0520Full text not available in this repository. (Request a copy from the Strathclyde author)
Methods for the synthesis of polyfunctional 6-substituted pteridines from the corresponding 6-aldehydes are described. Alkene, ester, ketone, amide, cyano, oxime, bromo, methoxy and dihydroxy functional groups have all been introduced principally through improved methodologies for Wittig reactions using 2-thioalkyl-6-formylpteridines as substrates. Further modification of the alkenes derived from the Wittig reactions was difficult but selective conversion to the vic-diol was possible using ligand assisted catalysis with osmium tetraoxide. These methods are a component of an extensive methodology for the preparation of compounds that might serve as modulators of tetrahydrobiopterin activity or as inhibitors of dihydroneopterin aldolase.
|Keywords:||polyfunctional 6-substituted pteridines, 6-aldehydes, Alkene, ester, ketone, amide, cyano, oxime, bromo, methoxy, 2-thioalkyl-6-formylpteridines, osmium tetraoxide, dihydroneopterin aldolase, Chemistry, Biochemistry, Organic Chemistry, Physical and Theoretical Chemistry|
|Subjects:||Science > Chemistry|
|Department:||Faculty of Science > Pure and Applied Chemistry|
|Depositing user:||Allison Crawford|
|Date Deposited:||26 Apr 2006|
|Last modified:||29 Apr 2016 07:32|