Asymmetric Synthesis of Lometrexol ((6R)-5, 10-Dideaza-5, 6, 7, 8-tetrahydrofolic Acid)

…, TM Wilson, SR Wendel, MJ Winningham…

文献索引：Barnett; Wilson; Wendel; Winningham; Deeter Journal of Organic Chemistry, 1994 ,  vol. 59,  # 23  p. 7038 - 7045

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被引用次数: 27

摘要

An enantioselective synthesis of lometrexol (1) which utilizes (SR)-2-piperidone 18 as a key intermediate is described. Lipase-catalyzed enantioselective esterification of 1, 3- propanediol derivative 5 provided (R)-(+)-6, the absolute configuration of which was established by X-ray analysis of the (SI-(a-methylbenzy1) carbamate derivative 8. By suitable choice of functional group protection strategies,(R)-(+)-6 could be converted to ...