Structure of 5-chloromercurio-2'-deoxyuridine.
Structure of 5-chloromercurio-2'-deoxyuridine.
复制标题
5-氯汞-2-脱氧尿苷的结构。
DOI：
10.1107/s0108270193007565
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发表时间：
1993
期刊：
影响因子：
--
通讯作者：
Bergstrom,DE
中科院分区：
文献类型：
--
作者：
Toma,PH;DallaRivaToma,JM;Bergstrom,DE
Chloro (2-deoxyuridin-5-yl) mercury,[HgC1-(C9HllN2Os)], Mr= 463.24, monoclinic, P2~, a= 8.9319 (6), b= 5.7057 (6), c--12.465 (2)./~,/3= 110.70 (1), V= 594.3 (2) A3, Z= 2, Ox= 2.589 g cm-3, A (Cu Ka)= 1.54184] k,#= 272.61 cm-~, F (000)= 432.0, T= 293 K, final R= 0.034 and wR= 0.047 for 1091 observed reflections.Introduction. 5-Chloromercurio-2'-deoxyuridine has been used extensively as a synthetic intermediate for the preparation of C5 substituted deoxyuridine derivatives via palladium-mediated reactions (Bergstrom, 1982; Bergstrom, Lin, Wang, Rotstein, Beal, Norrix & Ruth, 1992). C5-substituted deoxy-uridine derivatives synthesized from 5-chloro-mercurio-2'-deoxyuridine include examples of potent antiviral agents (Cheng, Grill, Ruth & Bergstrom, 1980; Bergstrom, Ruth, Reddy & De Clercq, 1984) and compounds with linkage sites for bioconjugation to oligonucleotides (Goodchild, 1990). The insolu-bility of 5-chloromercurio-2'-deoxyuridine in either water or organic solvents has precluded certain identification of its structure. The crystallographic study outlined here now establishes that 5-chloro-mercurio-2'-deoxyuridine is monomeric and does have the expected structure.Experimental. A colorless needle (dimensions 0.31× 0.05 x 0.05 mm) obtained by slow evaporation from 0. IN NaC1 solution was used for data collection on an Enraf-Nonius CAD-4 diffractometer, with graphite-monochromated Cu Ka radiation at 293 (1) K using the w--20 scan technique (w varied from 1-16 min-~) to a 20 maximum of 130.0. A total of 1112 unique reflections were measured within the range-10 _< h ___ 9, 0< k---6, 0< l___14, of which 1091 with I> 3o-(1) were used for all calcula-tions. Three standard reflections monitored every 97 reflections showed no significant decrease in intensity indicating no crystal decay. Cell constants were refined with 25 reflections in the range 45< 0< 47. Lorentz and polarization corrections were applied to the data. An empirical absorption correction based
