在糖部分进行氟化的2-氨基-2'-脱氧结核菌素的7-溴衍生物。
The 7-bromo derivative of 2-amino-2'-deoxytubercidin fluorinated at the sugar moiety.
作者信息
Seela Frank, Ding Ping, Peng Xiaohua, Eickmeier Henning, Reuter Hans
机构信息
Laboratorium für Organische und Bioorganische Chemie, Institut für Chemie, Universität Osnabrück, Barbarastrasse 7, 49069 Osnabrück, Germany.
出版信息
Acta Crystallogr C. 2007 Oct;63(Pt 10):o600-2. doi: 10.1107/S0108270107027138. Epub 2007 Sep 22.
The title compound, 2,4-diamino-5-bromo-7-(2-deoxy-2-fluoro-beta-D-arabinofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine, C(11)H(13)BrFN(5)O(3), shows two conformations of the exocyclic C4'-C5' bond, with the torsion angle gamma (O5'-C5'-C4'-C3') being 170.1 (3) degrees for conformer 1 (occupancy 0.69) and 60.7 (7) degrees for conformer 2 (occupancy 0.31). The N-glycosylic bond exhibits an anti conformation, with chi = -114.8 (4) degrees . The sugar pucker is N-type (C3'-endo; (3)T(4)), with P = 23.3 (4) degrees and tau(m) = 36.5 (2) degrees . The compound forms a three-dimensional network that is stabilized by several intermolecular hydrogen bonds (N-H...O, O-H...N and N-H...Br).
标题化合物2,4-二氨基-5-溴-7-(2-脱氧-2-氟-β-D-阿拉伯呋喃糖基)-7H-吡咯并[2,3-d]嘧啶，C(11)H(13)BrFN(5)O(3)，显示出环外C4'-C5'键的两种构象，对于构象体1（占有率0.69），扭转角γ（O5'-C5'-C4'-C3'）为170.1(3)°，对于构象体2（占有率0.31）为60.7(7)°。N-糖苷键呈现反式构象，χ = -114.8(4)°。糖的折叠是N型（C3'-内型；(3)T(4)），P = 23.3(4)°，τ(m) = 36.5(2)°。该化合物形成三维网络，通过多个分子间氢键（N-H...O、O-H...N和N-H...Br）得以稳定。
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