Tetrahedron

Synthesis of phosphodiester-type nicotinamide adenine dinucleotide analogs

W Liu, S Wu, S Hou, ZK Zhao

Index: Liu, Wujun; Wu, Siguo; Hou, Shuhua; Zhao, Zongbao (Kent) Tetrahedron, 2009 , vol. 65, # 40 p. 8378 - 8383

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Citation Number: 4

Abstract

Fourteen phosphodiester-type β-nicotinamide adenine dinucleotide (NAD+) analogs were prepared starting from nicotinamide. The phosphodiester linkage was effectively assembled in 69–93% yields via condensation reaction between 2′, 3′-di-O-acetyl nicotinamide mononucleotide and alcohols in the presence of 2, 4, 6-triisopropylbenzenesulfonyl chloride. The analog β-nicotinamide ribose-5-(2-phenylethyl) phosphate showed ...