ロデノシン (FddA) の工業的製法開発
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概要
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Lodenosine, [9- (2, 3-dideoxy-2-fluoro-β-D-<I>threo</I>-pentofuranosyl) adenine, FddA, 1] is an acid-stable purine nucleoside analog with activity against human immunodeficiency virus (HIV). There are two possible approaches to 1 - the glycosylation of a nucleoside base with a fluorinated sugar or direct nucleoside fluorination. However, both methods have drawbacks in terms of the number of steps, the use of toxic agents and low overall yields. In this review article, we describe two industrial synthetic approaches to 1 via 6-chloropurine riboside and 6-chloropurine 3-deoxyribo-side, the latter being derived from inosine, a readily available starting material produced by fer-mentation. Several deoxygenation and fluorination methods are compared considering reaction yields, cost, safety and environmental concerns.
- 社団法人 有機合成化学協会の論文
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