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Synthesis of 4-substituted 2-aminopyrrolo[2,3-d]pyrimidine 2′,3′-dideoxyribonucleosides (1990)

Seela, Frank ; Muth, Heinz-Peter

Weinheim : Wiley-Blackwell

Liebigs Annalen 1990 (1990), S. 227-232

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ISSN: 0170-2041

Keywords: Pyrrolo[2,3-d]pyrimidines ; 2′,3′-Dideoxyribonucleosides ; Barton deoxygenation ; HIV, potential agent against ; Chemistry ; Organic Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: A number of new 2-aminopyrrolo[2,3-d]pyrimidine N-7-(2′,3′-dideoxyribonucleosides) (11-13 and 15) were synthesized. These are related to 7-deaza-2′,3′-dideoxyguanosine (14), but carry various substituents at C-4. 2-Amino-4-chloro-7-(2′,3′-dideoxy-β-D-glycero-pentofuranosyl)-7H-pyrrolo[2,3-d]-pyrimidine (3) was used as a common intermediate, and was obtained from the corresponding 2′-deoxyribonucleoside 4 by selective silylation of 5′-OH and Barton deoxygenation of 3′-OH.

Additional Material: 13 Tab.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1002/jlac.199019900141

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