Moxazocine (BL-4566) is an opioid analgesic of the benzomorphan family which was never marketed.
[2] Despite its failure to reach the market, clinical studies demonstrated moxazocine to be approximately 10x as potent by weight as morphine as an analgesic.
[3] Reduction of the carbonyl group in oxygenated benzomorphan 1 affords the corresponding alcohol (2).
The alcohol is then converted to the ether by treatment with MeI and base (4).
Cleavage of the phenolic ether by one of the standard schemes affords moxazocine (6).