Process for the synthesis of pyrazolopyrimidines

Organic compounds -- part of the class 532-570 series – Organic compounds – Carbohydrates or derivatives

Reexamination Certificate

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Details

C536S022100, C536S018700, C536S027140, C536S124000, C544S253000, C544S245000

Reexamination Certificate

active

06962991

ABSTRACT:
The present invention provides a nucleoside comprising a pyrazolopyrimidine base and a process for producing the same. In particular, the processes of the present invention comprises using a halogenated pyrazolopyrimidine base and removing the halogen after the base is coupled to a sugar moiety. The presence of the halogen on the nucleoside base allows facile and economical production of a large quantity of nucleosides.

REFERENCES:
patent: 5652099 (1997-07-01), Conrad
patent: 5844106 (1998-12-01), Seela et al.
patent: 286028 (1988-03-01), None
patent: WO 01/64589 (2001-09-01), None
Seela et al., Nucleic Acid Research, vol. 17, No. 3, (1989).
Seela et al., Helvetica Chimica acta, vol. 71 (1988).
Wagner et al., Synthesis of 2'-Deoxyribonucleoside 5'-Phosphoramidites; Helv. Cheim. Acta (2002) vol. 83 pp. 2023-2035.
Seela et al., 168. Synthesis of 2'-Deoxyribofuranosides of 8-Aza-7-deazaguanine and Related Pyrazolo[3,4-d]pyrimidines; Helvetica Chimica Acta (1986) vol. 69 pp. 1602-1613.
Seela et al., Synthesis of 7-Halogenated 8-Aza-2'-deoxyguanosines and Related Pyrazolo [3,4-d]pyrimidine 2'-Deoxyribonucleosides; Synthesis (1998), pp. 207-214.
Seela et al. “Oligonucleotides Containing Pyrazolo {3,4-d} pyrimidines: The Influence of 7-Substituted 8-Aza-7-deaza-2-deoxyguanosines on the Duplex Structure and Stability” Helvetica Acta, (1999) vol. 82, pp. 1640-1650.
Seela et al. “Alternating d(G-C) 3 and (C-G) Hexanucleotides containing 7-deaza-2'-deoxyguanosine or 8-Aza-7-deaza-2'-deoxyguanosine in place of dG” Nucleic Acid Research (1989), vol. 17 No. 3, pp. 901-910.
Seela et al. “8-Aza-7-deaza-2-deoxyguanosine” Phosphoramidite Synthesis and Properties of Octanucleotides Helvetica Chimica Acta, (1988) vol. 71, pp. 1191-1198.

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