Syntheses of highly functionalised 6-substituted pteridines
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 1477-0520
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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.
| Author(s): | Guiney, D., Gibson, C.L.  ORCID: https://orcid.org/0000-0003-4948-1266 and Suckling, C.J. | Item type: | Article |
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| ID code: | 887 |
| 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: | 25 Jun 2019 10:41 |
| URI: | https://strathprints.strath.ac.uk/id/eprint/887 |
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