
Tetrahedron p. 207 - 213 (1986)
Update date:2022-08-17
Topics:
Kondo, Tadao
Okamoto, Kaoru
Ohgi, Tadaaki
Goto, Toshio
The nucleoside Q (1) and its biosynthetic precursors, preQ0 (2) and preQ1 (3) were synthesized from the key intermediate, 6-bromo-2-diacetylamino-3,4-dihydro-3-methoxymethyl-5-methyl-7-(5-O-acetyl-2,3-O-isopropylidene-β-D-ribofuranosyl)-7H-pyrrolo<2,3-d>pyrimidin-4-one (6) by conversion of the methyl group on the base to 3S,4R,5S-4,5-dihydroxycyclopent-1-en-3-ylaminomethyl, cyano, and aminomethyl groups, respectively.
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(2020)