| Autor: |
ElSohly MA, Benigni DA, Torres L, Watson ES |
| Jazyk: |
angličtina |
| Zdroj: |
Journal of pharmaceutical sciences [J Pharm Sci] 1983 Jul; Vol. 72 (7), pp. 792-5. |
| DOI: |
10.1002/jps.2600720719 |
| Abstrakt: |
A synthetic procedure is described for the preparation of 3-n-pentadecyl- and 3-n-heptadecylcatechols and their acetate and alaninate esters. The Wittig reagent prepared from 2,3-dimethoxybenzyltriphenylphosphonium bromide (III) was coupled with 1-tetradecanal or 1-hexadecanal to give the olefins IV and V, respectively. Catalytic reduction of IV and V followed by demethylation with boron tribromide afforded VIII and IX. The acetates were prepared using acetic anhydride and pyridine, while the alaninates were prepared using N-(tert-butoxycarbonyl)-L-alanine and dicyclohexylcarbodiimide followed by removal of the tert-butoxycarbonyl group with hydrogen chloride gas. The esters were active in guinea pigs in the production of tolerance and desensitization or hyposensitization to poison ivy-type contact dermatitis. |
| Databáze: |
MEDLINE |
| Externí odkaz: |
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