New Route to 1-(5-Imidazolyl)ribofuranoid Glycals from Ribofuranosyl Chloride and 5-Lithio-imidazole

Shinya HARUSAWA; Masayo KAWABATA; Yoshihiko MURAI; Ryuji YONEDA; Takushi KURIHARA

doi:10.1248/cpb.43.152

Shinya HARUSAWA, Masayo KAWABATA, Yoshihiko MURAI, Ryuji YONEDA, Takushi KURIHARA

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Keywords: glucal, furanoid glycal, ribofuranosyl chloride, furylimidazole, 2-phenylfuran

JOURNAL FREE ACCESS

1995 Volume 43 Issue 1 Pages 152-155

DOI https://doi.org/10.1248/cpb.43.152

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Abstract

Reaction of ribofuranosyl chlorides with 2 eq of 5-lithio-imidazole afforded 1-(5-imidazolyl)ribofuranoid glycals in good yields. Hydrolysis of the glycal (3) with hydrochloric acid led to 4-(5-hydroxymethylfuran-2-yl)imidazole (7), which contains both hydrophilic and hydrophobic aromatic heterocycles.

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