Pyrrolopyrimidine nucleosides. VI. Synthesis of 1,3 and 7-β-D-ribofuranosylpyrrolo[2.3-d] pyrimidines via silylated intermediates
The ribosylation of several silylated pyrrolo[2,3‐d]pyrimidines by the Wittenberg procedure has produced 1,3 and 7‐ribosylpyrrolo[2,3‐d]pyrimidine derivatives in high yield. Structure assignments have been made on the basis of the ultraviolet spectra of model compounds and further confirmed by chemi...
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| Published in: | Journal of heterocyclic chemistry Vol. 7; no. 4; pp. 799 - 806 |
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| Main Authors: | , , , |
| Format: | Journal Article |
| Language: | English |
| Published: |
Hoboken
Wiley-Blackwell
01-08-1970
Wiley‐Blackwell |
| Online Access: | Get full text |
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| Summary: | The ribosylation of several silylated pyrrolo[2,3‐d]pyrimidines by the Wittenberg procedure has produced 1,3 and 7‐ribosylpyrrolo[2,3‐d]pyrimidine derivatives in high yield. Structure assignments have been made on the basis of the ultraviolet spectra of model compounds and further confirmed by chemical conversion to derivatives of established structure. A convenient ribosylation procedure utilizing silver oxide, a halosugar, and a silylated pyrrolo[2,3‐d]pyrimidine derivative in acetonitrile has been described. |
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| Bibliography: | National Cancer Institute National Institutes of Health, Public Health Service ark:/67375/WNG-2LZ24M21-P Cancer Chemotherapy National Service Center - No. PH-43-65-1041 ArticleID:JHET5570070408 istex:976CA3098B2255270BCECC44894F7ADD48725DBB National Aeronautics and Space Administration Fellow, 1969. |
| ISSN: | 0022-152X 1943-5193 |
| DOI: | 10.1002/jhet.5570070408 |