2'-DEOXY-BETA-D-XYLOTHYMIDINYL-(3', 5')-2'-DEOXY-BETA-D-XYLOTHYMIDYLATE - STEREOCHEMICAL COURSE OF DINUCLEOSIDE PHOSPHONATE FORMATION AND CONFORMATIONAL PROPERTIES
| Autor(en): | ROSEMEYER, H STRODTHOLZ, I SEELA, F |
Stichwörter: | Chemistry; Chemistry, Medicinal; Chemistry, Organic; Pharmacology & Pharmacy; PHOSPHATES | Erscheinungsdatum: | 1992 | Herausgeber: | PERGAMON-ELSEVIER SCIENCE LTD | Journal: | BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | Volumen: | 2 | Ausgabe: | 10 | Startseite: | 1201 | Seitenende: | 1206 | Zusammenfassung: | Coupling of 5'-DMT-protected 1-(2-deoxy-beta-D-xylofuranosyl)thymine 3'-phosphonate with 3'-benzoylated 1-(2-deoxy-beta-D-xylofuranosyl)thymine gave the diastereoisomeric dinucleoside phosphonates 4/5 with the S(P) compound in preponderance (de, 29 %). Oxidation of 4/5 (I2, H2O) and removal of the protecting groups gave d(xTpxT) which exhibits an inverted CD-spectrum compared to d(TpT) but identical stacking interactions. |
ISSN: | 0960894X | DOI: | 10.1016/S0960-894X(00)80214-0 |
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