Issue 18, 1969
From the journal:

Journal of the Chemical Society C: Organic

Novel analgesics and molecular rearrangements in the morphine–thebaine group. Part XII. Derivatives of 7-amino-6,14-endo-etheno-tetrahydrothebaine

K. W. Bentley,   D. G. Hardy  and  A. C. B. Smith  

Abstract

The tetrahydrothebaine ester (1) has been converted by the Curtius reaction into 7α-amino-6,14-endo-etheno-tetrahydrothebaine (3; R = H) and its 6,14-ethano-analogue. The amine and its 1-chloro-derivative have also been prepared from the ketone (6) by the Schmidt reaction. The amine has been rearranged to the benzazocine (4) by methylation and Hofmann degradation, and its 1-chloro-derivative has been rearranged by nitrous acid to the ketone (8).

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Article information

DOI
https://doi.org/10.1039/J39690002235
Article type
Paper

J. Chem. Soc. C, 1969, 2235-2236

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Novel analgesics and molecular rearrangements in the morphine–thebaine group. Part XII. Derivatives of 7-amino-6,14-endo-etheno-tetrahydrothebaine

K. W. Bentley, D. G. Hardy and A. C. B. Smith, J. Chem. Soc. C, 1969, 2235 DOI: 10.1039/J39690002235

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