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4-[(tert-Butyl-dimethyl-sil-yl)-oxy]-6-meth-oxy-7-methyl-5-(oxiran-2-ylmeth-yl)-2-benzofuran-3(1H)-one.

ABSTRACT: The title compound, C(19)H(28)O(5)Si, was obtained in the reaction of 1,3-dihydro-4-[(tert-butyl-dimethyl-sil-yl)-oxy]-6-meth-oxy-7-methyl-3-oxo-5-(prop-2-en-yl)isobenzofuran with meta-chloro-perbenzoic acid. This reaction is one of the stages of the total synthesis of mycophenolic acid, which we attempted to modify. The title compound forms crystals with only weak inter-molecular inter-actions. The strongest stacking inter-action is found between the benzene and furan rings of inversion-related mol-ecules with a distance of 3.8773?(13)?Å between the ring centroids.

SUBMITTER: Malachowska-Ugarte M 

PROVIDER: S-EPMC3239034 | biostudies-literature | 2011 Dec

REPOSITORIES: biostudies-literature

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4-[(tert-Butyl-dimethyl-sil-yl)-oxy]-6-meth-oxy-7-methyl-5-(oxiran-2-ylmeth-yl)-2-benzofuran-3(1H)-one.

Malachowska-Ugarte Magdalena M   Cholewinski Grzegorz G   Chojnacki Jaroslaw J   Dzierzbicka Krystyna K  

Acta crystallographica. Section E, Structure reports online 20111123 Pt 12

The title compound, C(19)H(28)O(5)Si, was obtained in the reaction of 1,3-dihydro-4-[(tert-butyl-dimethyl-sil-yl)-oxy]-6-meth-oxy-7-methyl-3-oxo-5-(prop-2-en-yl)isobenzofuran with meta-chloro-perbenzoic acid. This reaction is one of the stages of the total synthesis of mycophenolic acid, which we attempted to modify. The title compound forms crystals with only weak inter-molecular inter-actions. The strongest stacking inter-action is found between the benzene and furan rings of inversion-related  ...[more]

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