06-01-02 03:29
No 316499
Does someone has some information about:
* beta-hydroxyfentanyl
* beta-hydroxy-3-methylfentanyl
How powerfull are they, compared to fentanyl?
I found on the web somewhere that beta-hydroxy-3-methyl-thiofentanyl is 1500 times as powerfull as morphine (15 x fentanyl).
I think the only good synthesis would be the reaction of the N-(4-piperidyl)propionanilide (for beta-hydroxyfentanyl) with phenyloxirane. What do you think about it? Do you see another synthetic pathway? Would the addition of the secundary amine to the epoxide give a good yield?
(Hive Bee)
06-01-02 15:04
No 316651
Now, I am convinced that this will be a great reaction.
I found in a good organic textbook (Carey: Advanced organic chemistry) a nice example of an similar reaction.
Piperidine reacts with 1,1-dimethyl-2-ethyloxirane with a 100 % yield (whow !). As expected in a base catalized ring opening reaction, the nucleophile adds to the less substituted carbon. So, our secondary amine will react nicely with phenyloxirane
