Synthesis of a 3,4-dihydroxy-1-cyclopentanylpurinone

Organic compounds -- part of the class 532-570 series – Organic compounds – Chalcogen bonded directly to ring carbon of the purine ring...

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544265, 544277, C07D47318, C07B 3508

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active

053290089

ABSTRACT:
Synthesis of the triol of the following formula (I) from an alcohol of the formula (IV): ##STR1## via steps including protecting and then cyanating the alcohol to yield a cyanide, isomerization of the double bond, hydrolysis followed by reduction of the cyanide back to an alcohol and cis-dihydroxylation of the double bond.

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Van Rheenen, et al, "Catalytic Osmium Tetroxide Oxidation of Olefins: cis-1,2-Cyclohexanediol", Org. Synth., 58, 43-52 (1978 Eng.).
Behr, et al, "Structure Elucidation and Synthesis of 3,3-Dimethyl-7-hydroxy-2-octanone, a New Seco Nor-carotenoid Constituent of Greek Tobacco", Acta Chemica Scandinavica, B 31, 793-796 (1977).

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