Synthesis of tropine-labeled atropine II. Prototype synthesis for the preparation of tropine-14C and atropine-14C from arabinose-14C
| Autor: | John C. Drach, John M. McOwen, Thomas E. Eling, Gilbert C. Schmidt |
|---|---|
| Rok vydání: | 1967 |
| Předmět: |
Arabinose
chemistry.chemical_classification Atropine Tropine Carbon Isotopes Chemistry Stereochemistry Nortropanes Alkaloid Microchemistry Carbon skeleton Pharmaceutical Science Pentose Ketones chemistry.chemical_compound medicine Moiety Organic chemistry Humans Furaldehyde Furans Acids medicine.drug |
| Zdroj: | Journal of pharmaceutical sciences. 56(11) |
| ISSN: | 0022-3549 |
| Popis: | Prototype methods for the synthesis of tropines- 14 C and tropine-labeled atropines are described. These compounds and the requisite labeled intermediates may be synthesized from arabinose-5- 14 C or arabinose-UL- 14 C. Yields for each step in the conversion of arabinose to succindialdehyde via 2, 5-diethoxytetrahydrofuran have been determined. Predicted yields of 27 per cent atropine, based on starting pentose, were confirmed by synthesis of the alkaloid from 2 mmole quantities of arabinose. This procedure is the first published method for labeling atropine in the carbon skeleton of the tropine moiety. |
| Databáze: | OpenAIRE |
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