Hydrogermylation of 5-Ethynyluracil Nucleosides: Formation of 5-(2-Germylvinyl)uracil and 5-(2-Germylacetyl)uracil Nucleosides
نویسندگان
چکیده
منابع مشابه
Hydrogermylation of 5-ethynyluracil nucleosides: formation of 5-(2-germylvinyl)uracil and 5-(2-germylacetyl)uracil nucleosides.
A stereoselective radical-mediated hydrogermylation of the protected 5-ethynyluracil nucleosides with trialkyl-, triaryl,- or tris(trimethylsilyl)germanes gave (Z)-5-(2-germylvinyl)uridine, 2'-deoxyuridine, or ara-uridine as major products. Reaction of the β-triphenylgermyl vinyl radical intermediate with oxygen and fragmentation of the resulting peroxyradical provided also 5-[2-(triphenylgermy...
متن کاملAntiviral and Cytostatic Evaluation of 5-(1-Halo-2-sulfonylvinyl)- and 5-(2-Furyl)uracil Nucleosides.
Transition metal-catalyzed halosulfonylation of 5-ethynyl uracil nucleosides provided (E)-5-(1-chloro-2-tosylvinyl)uridines. Tetrabutylammonium fluoride-mediated direct CH arylation of 5-iodouracil nucleosides with furan or 2-heptylfuran gave 5-furyl-substituted nucleosides without the necessity of using the organometallic substrates. These two classes of 5-substituted uracil nucleosides as we...
متن کاملCytidine nucleosides II. Photochemical synthesis of 5-alkylcytidine nucleosides
5-Alkylcytidine nucleosides were synthesized via a photocoupling reaction. 5-Propylcytidine and 5-propyl-2-deoxycytidine have been prepared through the reduction of 5-(3-propenyl)cytidine and its 2'-deoxy derivative, which in turn were prepared by photoirradiation of cytidine or 2'-deoxycytidine in the presence of 3-iodopropene. 5-(2-Hydroxyethyl)cytidine and its derivatives were obtained from ...
متن کاملSynthesis and Enzymatic Evaluation of Nucleosides Derived from 5-Iodo-2’-Halo-2’-Deoxyuridines
The synthesis of new nucleosides by alkenylation of 5-iodo-2’-halo-2’-deoxyuridines with E-(1-tributylstannyl)-propene-1-ol via STILLE-coupling is described. The new compounds are characterized by 1H NMR and elemental analysis. All nucleosides are evaluated by an enzymatic assay to be substrates of herpes simplex virus type 1 thymidine kinase (HSV-1 TK) and compared with uridine, thymidine and ...
متن کاملStannous Chloride: A Reagent for Removal of Dimethoxytrityl Group from 5'-Dimethoxytrityl Nucleosides
Detritylation of 5'-dimethoxytrityl nucleosides have been quantitatively achieved in minutes at room temperature under aprotic neutral conditions by using stannous chloride. Of additional practical consideration and in contrast to protic acids, no depurination was observed with this reagent.
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
ژورنال
عنوان ژورنال: The Journal of Organic Chemistry
سال: 2013
ISSN: 0022-3263,1520-6904
DOI: 10.1021/jo400590z