The Vespiary

The Hive => Chemistry Discourse => Topic started by: Cyrax on January 26, 2002, 08:33:00 AM

Title: 3-methylfentanyl
Post by: Cyrax on January 26, 2002, 08:33:00 AM

What is the chemical structure of 3-methylfentanyl?  Can someone draw me a structure formule?

Thx

Title: Re: 3-methylfentanyl
Post by: altair on January 26, 2002, 10:38:00 AM

EtCo   Ph
       \ /
        N
    Me  |  
     \/   \
      |   |
      \   /
        N
        |
        \
      |
        Ph

something like this perhaps?

---

btw
this was then what now

Title: Re: 3-methylfentanyl
Post by: slappy on January 26, 2002, 07:17:00 PM

That is correct. It should also be noted that only (-)-cis-3-Methylfentanyl holds the extreme potency. Fentanyl is achiral, when you introduce that methyl group, you end up with 4 enantiomers.

Title: Re: 3-methylfentanyl
Post by: Cyrax on January 27, 2002, 04:20:00 AM

Isn't it amazing that 3-methylfentanyl is 30 times more potent than fentanyl ?

What about an enamine alkylation a la Stork to make the
3-methyl-4-piperidone?

Does anyone has refs. about the synthesis of 4-piperidone?

Title: Re: 3-methylfentanyl
Post by: slappy on January 27, 2002, 08:10:00 AM

Let me put it this way...

Attempted synthesis of 3-Methylfentanyl without a glovebox == Death