REACTION OF ORGANOMETALLIC REAGENTS WITH 2'- AND 3'-KETOURIDINE DERIVATIVES : SYNTHESIS OF URACIL NUCLEOSIDES BRANCHED AT THE 2'- AND 3'-POSITIONS

Hiroyuki Hayakawa; Hiromichi Tanaka; Naoko Itoh; Masako Nakajima; Tadashi Miyasaka; Kentaro Yamaguchi; Yoichi Iitaka

doi:10.1248/cpb.35.2605

Hiroyuki Hayakawa, Hiromichi Tanaka, Naoko Itoh, Masako Nakajima, Tadashi Miyasaka, Kentaro Yamaguchi, Yoichi Iitaka

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Keywords: organoaluminum reagent, organolithium reagent, Grignard reagent, ketouridine, branched-chain sugar nucleoside, arabino-furanosyluracil, xylofuranosyluracil

JOURNAL FREE ACCESS

1987 Volume 35 Issue 6 Pages 2605-2608

DOI https://doi.org/10.1248/cpb.35.2605

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Abstract

The reaction of organolithium, Grignard, and organoaluminum reagents with 2'- and 3'-ketouridine derivatives was examined. For the reaction of 2', 5'-bis-0- (tert-butyldimethylsilyl) -3'-ketouridine, both organolithiums and organoaluminums seem to be practically useful. But only organoaluminums gave satisfactory yields in the reaction of 3', 5'-0- (tetraisopropyldisiloxan-1, 3-diyl) -2'-ketouridine.

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