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Über Pterinchemie. 85. Mitteilung. Polyacetylierte 5,6,7,8-Tetrahydro-D- und -L-neopterine. Ein besonderer Fall von N(5)-Alkylierung des 5,6,7,8-Tetrahydroneopterin-Gerüstes

✍ Scribed by Syméon Antoulas; Roland Prewo; Jost H. Bieri; Max Viscontini


Publisher
John Wiley and Sons
Year
1986
Tongue
German
Weight
473 KB
Volume
69
Category
Article
ISSN
0018-019X

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✦ Synopsis


Polyacetylated 5,6,7,8-Tetrahydro-D-and -bneopterins. A Special Case of N(5)-Alkylation of 5,6,7,8-Tetrahydroneopterins

Improved conditions are reported for the preparation of the earlier described (6R)-and (6S)-l'-0,2'-0,3'-0,2-N,5-pentaacetyl-5,6,7,8-tetrahydro-~-neopterins, one of which could be obtained as pure crystals. Its structure, determined by X-ray-diffraction analysis, corresponds to the (6R)-enantiomer. The method has also been used to make the corresponding D-diastereoisomers. Further acetylation of (6RS)-1 '-0,2'-0,3'-0,2-N-tetraacety1-5,6,7,8tetrahydro-D-neopterin under drastic conditions yields a mixture of several polyacetylated u-neopterin derivatives and a polyacetylated ethyl-tetrahydro-D-neopterin which was isolated in crystalline form and established by X-ray-diffraction analysis to be (6R)-1'-0,2'-0,3'-0,4-0,2-N,2-N,8-heptaacetyl-5-ethyl-5,6,7,8-tetrahydro-~neopterin.

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