Lee, Dong-Ung and Eibler, Ernst and Mayer, Klaus K. and Wiegrebe, Wolfgang (1995) Stereochemical Elucidation of the Reaction Products of α-Narcotine with Ethyl Chloroformate. CHEMICAL & PHARMACEUTICAL BULLETIN, 43 (11). pp. 1995-1997. ISSN 0009-2363
Full text not available from this repository.Abstract
alpha-Narcotine (1) was treated with ethyl chloroformate by refluxing in dichloromethane to afford six products, which were separated by preparative high-performance liquid chromatography (HPLC), Their stereochemistry and structures were elucidated, This reaction proceeded initially to the chloro-carbamates and successively to the corresponding carbinols, In addition, N-desmethyl-N-carbethoxynarcotine (3), found in the HPLC chromatogram, was identified by direct comparison with synthetic 3; this compound had caused difficulty in our previous mass spectrometric investigations.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | α-narcotine, ethyl chloroformate, high-performance liquid chromatography, absolute configuration, E/Z-enol lactone, chloro-carbamate |
| Subjects: | 600 Technology > 610 Medical sciences Medicine |
| Divisions: | Chemistry and Pharmacy > Institute of Pharmacy > Alumni or Retired Professors > Prof. Wiegrebe |
| Depositing User: | Petra Gürster |
| Date Deposited: | 10 Apr 2025 09:09 |
| Last Modified: | 10 Apr 2025 09:09 |
| URI: | https://pred.uni-regensburg.de/id/eprint/52220 |
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