An Efficient Synthesis of 5, 7-Dihydroxy-4-methylisobenzofuran-1 (3N)-one, a Metabolite of aspergillus flavus and a Key Intermediate in the Synthesis of Mycophenolic …

K Kobayashi, H Shimizu, M Itoh…

Index: Kobayashi; Shimizu; Itoh; Suginome Bulletin of the Chemical Society of Japan, 1990 , vol. 63, # 8 p. 2435 - 2437

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Citation Number: 18

Abstract

An efficient new synthesis of 5, 7-dihydroxy-4-methylisobenzofuran-1 (3H)-one, a metabolite of aspergillus flavus and a key intermediate in the synthesis of mycophenolic acid, is reported. The new synthesis involves the preparation of 1, 2-dihydro-4, 6-dimethoxy-3- methylbenzocyclobuten-1-ol and a regioselective β-scission of alkoxyl radical generated from it with lead tetraacetate as the key steps.