Nucleosides. CXLIII. Synthesis of 5'-Deoxy-5'-substituted-2, 2'-anhydrol- (β-D-arabinofuranosyl) uracils. A New 2, 5'-to 2, 2'-Anhydronucleoside Transformation. Studies Directed toward the Synthesis of 2'-Deoxy-2'-substituted arabino Nucleosides. (4)

KRZYSZTOF W. PANKIEWICZ; KYOICHI A. WATANABE

doi:10.1248/cpb.35.4494

Nucleosides. CXLIII. Synthesis of 5'-Deoxy-5'-substituted-2, 2'-anhydrol- (β-D-arabinofuranosyl) uracils. A New 2, 5'-to 2, 2'-Anhydronucleoside Transformation. Studies Directed toward the Synthesis of 2'-Deoxy-2'-substituted arabino Nucleosides. (4)

KRZYSZTOF W. PANKIEWICZ, KYOICHI A. WATANABE

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Keywords: nucleoside, anhydronucleoside, 2, 5'-anhydrouracilnucleoside, 2, 2'-anhydrouracilnucleoside, 2, 5'-anhydro-3'-Ο-acetyl-2 '-Ο-triflyluridine, 5 '-substituted-2, 2 '-anhydroabinosyluracil, new transformation

JOURNAL FREE ACCESS

1987 Volume 35 Issue 11 Pages 4494-4497

DOI https://doi.org/10.1248/cpb.35.4494

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Abstract

Treatment of 2, 5'-anhydro-3'-O-acetyl-2'-Ο-triflyluridine with a nucleophile such as NaOAc, NaN3, LiCl or LiBr, did not afford the 2'-substituted 2, 5'-anhydro-arabinosyluracil, but gave 2, 2'-anhydro-1- (5-substituted-β-D-arabinofuranosyl) uracil instead.

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