Syntheses of Mycophenolic Acid and Its Analogs by Palladium Methodology.

…, Y Fujiwara, K Ujita, M Nagatomo, H Ohta…

Index: Lee; Fujiwara; Ujita; Nagatomo; Ohta; Shimizu Bulletin of the Chemical Society of Japan, 2001 , vol. 74, # 8 p. 1437 - 1443

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Citation Number: 32

Abstract

Syntheses of mycophenolic acid (MPA, 1) and its analogs were carried out using palladium- catalyzed Heck carbonylation and olefination. Thus, the reaction of 2-bromo-3, 5- dimethoxybenzyl alcohol (4) in toluene under carbon monoxide at 180° C in the presence of palladium catalyst using sodium carbonate as a base gave 5, 7-dimethoxyphthalide (5) in 88% yield. The phthalide 7 was converted to 6-iodo-5, 7-dimethoxy-4-methylphthalide (8). ...