This report continues our work on the synthesis of heterocyclic compounds from saccharide derivatives1-7. Recently, 2-methyl-5-(D-arubino-tetrahydroxybutyl)-3furoylhydrazine was condensed6 with a series of aldehydes to give the corresponding N '-arylidene-N-[2-methyl-5-(D-arabino-tetrahydro~butyl)-3
Structure and reactions of 3-benzoyl-2-methyl-5-(d-arabino-tetrahydroxybutyl)pyrrole
β Scribed by Mohamed M. El Sadek; Hassan M. Faidallah; Seham Y. Hassan
- Publisher
- Elsevier Science
- Year
- 1990
- Tongue
- English
- Weight
- 320 KB
- Volume
- 199
- Category
- Article
- ISSN
- 0008-6215
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β¦ Synopsis
2-Amino-2-deoxy-D-glucose hydrochloride reacts with such /?-dicarbonyl compounds l-6 as 2,4_pentanedione
or ethylacetoacetate to give pyrroles 1 or 2 respectively. However, when 1 -phenyl-1,3-butanedione was used6, two products (5 or 6) could be obtained in the presence of triethylamine, formed through the keto-enamine intermediates 3 or 4, respectively. The product formed in 74% yield was tentatively formulated as 5.
π SIMILAR VOLUMES
It has been shown that sugars or amino sugars react with j?-dicarbonyl compounds in presence of dehydrating agents to give furan or pyrrole derivativeslm8. In the present work, 3-ethoxycarbonyl-5-(D-arabino-tetrahydroxybutyl)-2-methylfuran' (1) was boiled under reflux with hydrazine hydrate for one
The present work is a continuation of our work on the synthesis of heterocyclic compounds from saccharide derivatives'-\*. Ethyl 2-methyl-5-(D-arubino-tetrahydroxy-0 II