Aminofuranose compounds

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

Reexamination Certificate

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C536S001110, C536S004100, C536S017200, C536S017900, C536S018100

Reexamination Certificate

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06794497

ABSTRACT:

FIELD OF THE INVENTION
The present invention relates to the synthesis of furanose and aminofuranose compounds of Formula I.
BACKGROUND OF THE INVENTION
Synthesis of furanose and aminofuranose compounds of Formula I can be a time consuming task in spite of the different synthetic techniques known to one skilled in the art. The pharmaceutical industry thus always is in search of new processes that will enable synthesis of a large number of compounds at a relatively rapid pace. The present invention describes a process for rapid parallel synthesis of multiple furanose and aminofuranose compounds.
Related structures are known to exhibit biological activity. Amiprilose (Therafectin®), a related furanose compound, is being developed for the treatment of rheumatoid arthritis. 5,6-Dideoxy- and 5-amino- derivatives of idose and 6-deoxy, 6-amino derivatives of glucose exhibit immunomodulatory, anti-inflammatory, and anti-proliferative activity (Thomson, et al., WO 94/28910). Disubstituted and trisubstituted &agr;-L-xylo-2-hexulofuranoses also exhibit anti-inflammatory and anti-proliferative properties (Arora, et al., WO 96/35431). It is expected that the compounds of Formula I exhibit similar properties.
SUMMARY OF THE INVENTION
The present invention pertains to furanose or aminofuranose compounds or an array of compounds of Formula I and their methods of synthesis. Also provided are novel compounds of Formula (7) and (7′) which are useful intermediates the in synthesis of furanose and aminofuranose compounds, such as the compounds of Formula I.


REFERENCES:
patent: 5432163 (1995-07-01), Akhtar et al.
patent: WO 96/35431 (1990-11-01), None
patent: WO 94/28910 (1994-12-01), None
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