Synthesis of 1-Chloroacetyl-1-dehydroxy-2,3,5-tri-O-benzoyl-β-D-ribofuranose. A Potentially Versatile Intermediate for the Synthesis of C-Nucleosides

Hyo Kyung Han Medicinal Chemistry Laboratory, Korea Institute of Science and Technology, P.O. Box 131, Cheong Ryang, Seoul, Korea

Jae Chul Lee Medicinal Chemistry Laboratory, Korea Institute of Science and Technology, P.O. Box 131, Cheong Ryang, Seoul, Korea

Yong Han Kang Deparment of Chemistry, HanYang University, Ansan, Korea

Joong-Hyup Kim Deparment of Chemistry, HanYang University, Ansan, Korea

Dae Yoon Chi University of Illinois, Dept. of Chemistry RAL Box 36-5, 1209 W. California St., Urbana, IL, 61801, U.S.A.; Medicinal Chemistry Laboratory, Korea Institute of Science and Technology, P.O. Box 131, Cheong Ryang, Seoul, Korea

Abstract

New key carbohydrate intermediate, 1-chloroacetyl-1-dehydroxy-2,3,5-tri-O-benzoyl-β-D-ribofuranose (1a), has been synthesized. The application of this key intermediate would be very wide. We have very conveniently synthesized several C-nucleosides including monocyclic and 5,5-membered bicyclic compounds from this intermediate.

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Synthesis of 1-Chloroacetyl-1-dehydroxy-2,3,5-tri-O-benzoyl-β-D-ribofuranose. A Potentially Versatile Intermediate for the Synthesis of C-Nucleosides

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Synthesis of 1-Chloroacetyl-1-dehydroxy-2,3,5-tri-O-benzoyl-β-D-ribofuranose. A Potentially Versatile Intermediate for the Synthesis of C-Nucleosides

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