Pteridines XCVIII. Synthesis and Properties of 1-Methylpterins
A series of 1-methyl-pterin derivatives (6-13) have been synthesized by condensation and methylation reactions. The compounds have been characterized by elemental analyses, pKa deterimations and UV spectra. Comparisons of the physical data of the corresponding N-1 and N-3 methyl-pterins indicate why...
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De Gruyter
1993-02-01
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| Series: | Pteridines |
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| Online Access: | https://doi.org/10.1515/pteridines.1993.4.1.11 |
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doaj-a22715ab2aae4106a0dae660b48307202021-09-05T13:59:59ZengDe GruyterPteridines0933-48072195-47201993-02-0141111610.1515/pteridines.1993.4.1.11Pteridines XCVIII. Synthesis and Properties of 1-MethylpterinsPfleiderer Wolfgang0Fakultat für Chemie, Universitat Konstanz, Postfach 5560, D-7750 Konstanz, GermanyA series of 1-methyl-pterin derivatives (6-13) have been synthesized by condensation and methylation reactions. The compounds have been characterized by elemental analyses, pKa deterimations and UV spectra. Comparisons of the physical data of the corresponding N-1 and N-3 methyl-pterins indicate why the normal pterins exist in aqueous solution preferentially in the N3-H tautomeric configuration. The thermodynamical stability of the lactam group forces the acidic H-atom to adapt the nitrogen adjacent to the carhonyl function but no other vinylogous position. A lactam group does not participate in heteroaromatic cyclic resonance, in general.https://doi.org/10.1515/pteridines.1993.4.1.11i-methylpterinselemental analyses. pkadetemlinations. uv spectra |
| collection |
DOAJ |
| language |
English |
| format |
Article |
| sources |
DOAJ |
| author |
Pfleiderer Wolfgang |
| spellingShingle |
Pfleiderer Wolfgang Pteridines XCVIII. Synthesis and Properties of 1-Methylpterins Pteridines i-methylpterins elemental analyses. pka detemlinations. uv spectra |
| author_facet |
Pfleiderer Wolfgang |
| author_sort |
Pfleiderer Wolfgang |
| title |
Pteridines XCVIII. Synthesis and Properties of 1-Methylpterins |
| title_short |
Pteridines XCVIII. Synthesis and Properties of 1-Methylpterins |
| title_full |
Pteridines XCVIII. Synthesis and Properties of 1-Methylpterins |
| title_fullStr |
Pteridines XCVIII. Synthesis and Properties of 1-Methylpterins |
| title_full_unstemmed |
Pteridines XCVIII. Synthesis and Properties of 1-Methylpterins |
| title_sort |
pteridines xcviii. synthesis and properties of 1-methylpterins |
| publisher |
De Gruyter |
| series |
Pteridines |
| issn |
0933-4807 2195-4720 |
| publishDate |
1993-02-01 |
| description |
A series of 1-methyl-pterin derivatives (6-13) have been synthesized by condensation and methylation reactions. The compounds have been characterized by elemental analyses, pKa deterimations and UV spectra. Comparisons of the physical data of the corresponding N-1 and N-3 methyl-pterins indicate why the normal pterins exist in aqueous solution preferentially in the N3-H tautomeric configuration. The thermodynamical stability of the lactam group forces the acidic H-atom to adapt the nitrogen adjacent to the carhonyl function but no other vinylogous position. A lactam group does not participate in heteroaromatic cyclic resonance, in general. |
| topic |
i-methylpterins elemental analyses. pka detemlinations. uv spectra |
| url |
https://doi.org/10.1515/pteridines.1993.4.1.11 |
| work_keys_str_mv |
AT pfleidererwolfgang pteridinesxcviiisynthesisandpropertiesof1methylpterins |
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1717812618806165504 |