6878-93-9Relevant academic research and scientific papers
Synthesis of β-dihydrothebaine
Razdan,Portlock,Dalzell,Malmberg
, p. 3604 - 3606 (1978)
The authors have found that the reaction of thebaine with K/liquid NH3 gives a 1:1 mixture of 2 and 3 in 95% yield. It was also observed that treatment of phi-DHT (3) with K/liquid NH3 in the presence of a catalytic amount of Fe(NO3)3 x 9H2O7 gave a 1:1 mixture of 2 and 3 in 79% yield. These results suggest that an intermediate dianion 5 is formed which is protonated either at C5 or C7.
Improved synthesis of dihydrothebainone and its 14 β-epimer
Davidson,Gregg
, p. 547 - 558 (2007/10/03)
An improved synthesis for the preparation of diastereomerically pure dihydrothebainone (1) from thebaine (3) is reported. A 41% overall yield was realized over three steps via direct transformation of dihydrothebaine-Φ (4) to thebainone-A (6) with 6N HCl.
