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Structure and reactions of 3-benzoyl-2-methyl-5-(d-arabino-tetrahydroxybutyl)pyrrole

✍ 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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✦ 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.


πŸ“œ SIMILAR VOLUMES


Reactions of 2-methyl-5-(d-arabino-tetra
✍ Mohamed M. El Sadek; Nemat B. Zagzoug; Nagwa N. El Soccary πŸ“‚ Article πŸ“… 1993 πŸ› Elsevier Science 🌐 English βš– 236 KB

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

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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