N.sup.6 -substituted adenosines

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

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424180, C07H 1916

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active

039831043

ABSTRACT:
Novel N.sup.6 -substituted adenosines and a novel process for the preparation of N.sup.6 -substituted adenosines from 6-trialkylsiloxypurine derivatives. The derivatives are reacted in the presence of a tertiary base or a Lewis acid with ammonia or an amine of the formula HNR.sub.1 R.sub.2, wherein R.sub.1 and R.sub.2 are the same or different represent hydrogen, alkyl of 1-6 carbon atoms, aralkyl or 7 to 10 carbon atoms unsubstituted or substituted with hydroxy or alkoxy with 1-4 carbon atoms, aryl unsubstituted or substituted with hydroxy or alkoxy with 1 to 4 carbon atoms, a heterocyclic ring of 4 to 7 members, containing a total of 1-3 hetero atoms which can be nitrogen, oxygen or sulfur; or when R.sub.1 is hydrogen R.sub.2 is hydroxyl, amino, alkyl of 1-4 carbon atoms substituted in the terminal position with a mono- or dialkylamino group, containing 1-4 carbon atoms in each alkyl group, or mono- or bicyclic heterocyclic group of 5-10 members, containing a total of 1-3 hetero atoms, which can be nitrogen, oxygen and sulfur, or R.sub.1 and R.sub.2, together with the N-atom, collectively represent a heteromonocyclic ring of 4-7 members containing a total of 1-3 hetero atoms which, in addition to the nitrogen atom, can be nitrogen, oxygen or sulfur, unsubstituted or substituted by an alkyl group with 1-4 carbon atoms. The compounds of the invention have valuable biological properties such as cytokinins, etc.

REFERENCES:
patent: 3472838 (1969-10-01), Hanessian
patent: 3590029 (1971-06-01), Koch et al.
patent: 3706728 (1972-12-01), Fauland et al.

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