Preparation of pyrrol and oxazole compounds: formation of C-acyl-α-amino acid esters therefrom

dc.contributor.author Verkade, John
dc.contributor.author Tang, Jiansheng
dc.contributor.department Iowa State University Research Foundation, Inc.
dc.date 2018-02-13T14:14:46.000
dc.date.accessioned 2020-06-30T06:14:27Z
dc.date.available 2020-06-30T06:14:27Z
dc.date.embargo 2013-09-13
dc.date.issued 1996-09-10
dc.description.abstract <p>A process for preparation of new or previously known pyrrol derivatives is provided. The process involves reacting a nitroalkane or a nitroalkene with an isocyanoacetate in the presence of a proprophosphatrane "super base" to prepare the pyrrol compounds. Through production of new pyrrol compounds, new pyrrol derivatives such as dipyrromethane and porphyrin may be synthesized. In addition, the high yields of pyrrol compounds produced according to the method of the invention provide for more efficient production of previously known dipyrromethane and porphyrin compounds. The invention further provides a mild, high yield process for de-esterification of esterified pyrrol and dipyrromethane compounds. The invention also provides a synthetic method for the production of high yields of oxazoles through reaction of an aryl halide or acid anhydride with an isocyanoacetate in the presence of a prophosphatrane "super base". The product oxazoles serve as intermediates for subsequent treatment to provide pharmaceutically interesting C-acyl-α-amino acid esters.</p>
dc.format.mimetype application/pdf
dc.identifier archive/lib.dr.iastate.edu/patents/135/
dc.identifier.articleid 1143
dc.identifier.contextkey 4584644
dc.identifier.s3bucket isulib-bepress-aws-west
dc.identifier.submissionpath patents/135
dc.identifier.uri https://dr.lib.iastate.edu/handle/20.500.12876/56500
dc.language.iso en
dc.source.bitstream archive/lib.dr.iastate.edu/patents/135/US5554764.pdf|||Fri Jan 14 19:53:54 UTC 2022
dc.subject.disciplines Chemistry
dc.subject.disciplines Physical Sciences and Mathematics
dc.subject.keywords Chemistry
dc.title Preparation of pyrrol and oxazole compounds: formation of C-acyl-α-amino acid esters therefrom
dc.type article
dc.type.genre patent
dspace.entity.type Publication
relation.isOrgUnitOfPublication 0b21e0ba-edf0-4137-9d16-53da01b11c6e
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