4-[(tert-Butyl­dimethyl­sil­yl)­oxy]-6-meth­oxy-7-methyl-5-(oxiran-2-ylmeth­yl)-2-benzofuran-3(1H)-one

The title compound, C(19)H(28)O(5)Si, was obtained in the reaction of 1,3-dihydro-4-[(tert-butyl­dimethyl­sil­yl)­oxy]-6-meth­oxy-7-methyl-3-oxo-5-(prop-2-en­yl)isobenzofuran with meta-chloro­perbenzoic acid. This reaction is one of the stages of the total synthesis of mycophenolic acid, which we at...

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Detalles Bibliográficos
Autores principales: Malachowska-Ugarte, Magdalena, Cholewinski, Grzegorz, Chojnacki, Jaroslaw, Dzierzbicka, Krystyna
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3239034/
https://www.ncbi.nlm.nih.gov/pubmed/22199882
http://dx.doi.org/10.1107/S1600536811049026
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author Malachowska-Ugarte, Magdalena
Cholewinski, Grzegorz
Chojnacki, Jaroslaw
Dzierzbicka, Krystyna
author_facet Malachowska-Ugarte, Magdalena
Cholewinski, Grzegorz
Chojnacki, Jaroslaw
Dzierzbicka, Krystyna
author_sort Malachowska-Ugarte, Magdalena
collection PubMed
description The title compound, C(19)H(28)O(5)Si, was obtained in the reaction of 1,3-dihydro-4-[(tert-butyl­dimethyl­sil­yl)­oxy]-6-meth­oxy-7-methyl-3-oxo-5-(prop-2-en­yl)isobenzofuran with meta-chloro­perbenzoic 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 inter­molecular inter­actions. The strongest stacking inter­action is found between the benzene and furan rings of inversion-related mol­ecules with a distance of 3.8773 (13) Å between the ring centroids.
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spelling pubmed-32390342011-12-23 4-[(tert-Butyl­dimethyl­sil­yl)­oxy]-6-meth­oxy-7-methyl-5-(oxiran-2-ylmeth­yl)-2-benzofuran-3(1H)-one Malachowska-Ugarte, Magdalena Cholewinski, Grzegorz Chojnacki, Jaroslaw Dzierzbicka, Krystyna Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(19)H(28)O(5)Si, was obtained in the reaction of 1,3-dihydro-4-[(tert-butyl­dimethyl­sil­yl)­oxy]-6-meth­oxy-7-methyl-3-oxo-5-(prop-2-en­yl)isobenzofuran with meta-chloro­perbenzoic 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 inter­molecular inter­actions. The strongest stacking inter­action is found between the benzene and furan rings of inversion-related mol­ecules with a distance of 3.8773 (13) Å between the ring centroids. International Union of Crystallography 2011-11-23 /pmc/articles/PMC3239034/ /pubmed/22199882 http://dx.doi.org/10.1107/S1600536811049026 Text en © Malachowska-Ugarte et al. 2011 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Malachowska-Ugarte, Magdalena
Cholewinski, Grzegorz
Chojnacki, Jaroslaw
Dzierzbicka, Krystyna
4-[(tert-Butyl­dimethyl­sil­yl)­oxy]-6-meth­oxy-7-methyl-5-(oxiran-2-ylmeth­yl)-2-benzofuran-3(1H)-one
title 4-[(tert-Butyl­dimethyl­sil­yl)­oxy]-6-meth­oxy-7-methyl-5-(oxiran-2-ylmeth­yl)-2-benzofuran-3(1H)-one
title_full 4-[(tert-Butyl­dimethyl­sil­yl)­oxy]-6-meth­oxy-7-methyl-5-(oxiran-2-ylmeth­yl)-2-benzofuran-3(1H)-one
title_fullStr 4-[(tert-Butyl­dimethyl­sil­yl)­oxy]-6-meth­oxy-7-methyl-5-(oxiran-2-ylmeth­yl)-2-benzofuran-3(1H)-one
title_full_unstemmed 4-[(tert-Butyl­dimethyl­sil­yl)­oxy]-6-meth­oxy-7-methyl-5-(oxiran-2-ylmeth­yl)-2-benzofuran-3(1H)-one
title_short 4-[(tert-Butyl­dimethyl­sil­yl)­oxy]-6-meth­oxy-7-methyl-5-(oxiran-2-ylmeth­yl)-2-benzofuran-3(1H)-one
title_sort 4-[(tert-butyl­dimethyl­sil­yl)­oxy]-6-meth­oxy-7-methyl-5-(oxiran-2-ylmeth­yl)-2-benzofuran-3(1h)-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3239034/
https://www.ncbi.nlm.nih.gov/pubmed/22199882
http://dx.doi.org/10.1107/S1600536811049026
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