6-Aza-2 `-deoxyuridine and N-3-anisoyl-6-aza-2 `-deoxyuridine

Autor(en): Seela, Frank
Chittepu, Padmaja
He, Yang
Eickmeier, Henning
Reuter, Hans 
Stichwörter: 6-AZATHYMIDINE; 6-AZAURIDINE; CATALYSIS; Chemistry; Chemistry, Multidisciplinary; CONFORMATION; CRYSTAL-STRUCTURE; Crystallography; DECARBOXYLASE
Erscheinungsdatum: 2007
Herausgeber: BLACKWELL PUBLISHING
Journal: ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS
Volumen: 63
Ausgabe: 3
Startseite: O173-O176
Zusammenfassung: 
In 2-( 2-deoxy-beta-D-erythro-pentofuranosyl)-1,2,4-triazine3,5(2H, 4H)-dione (6-aza-2'-deoxyuridine), C8H11N3O5, (I), the conformation of the glycosylic bond is between anti and high-anti [chi = -94.0 (3)degrees], whereas the derivative 2-(2-deoxy-beta- D-erythro-pentofuranosyl)-N-4-(2-methoxybenzoyl)-1,2,4-triazine- 3,5(2H, 4H)-dione (N-3-anisoyl-6-aza-2'-deoxyuridine), C16H17N3O7, (II), displays a high-anti conformation [chi = .86.4 (3)degrees]. The furanosyl moiety in (I) adopts the S-type sugar pucker (T-2(3)), with P = 188.1 (2)degrees and tau(m) = 40.3 (2)degrees, while the sugar pucker in (II) is N (T-3(4)), with P = 36.1 (3)degrees and tau(m) = 33.5 (2)degrees. The crystal structures of (I) and (II) are stabilized by intermolecular N - H center dot center dot center dot O and O-H center dot center dot center dot O interactions.
ISSN: 01082701
DOI: 10.1107/S0108270107002016

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