The Vespiary

The Hive => Newbee Forum => Topic started by: albert_grieves on January 26, 2004, 08:01:00 PM

Title: tempidone fentanyl
Post by: albert_grieves on January 26, 2004, 08:01:00 PM
in post

Post 371398 (missing)

(GC_MS: "simple", General Discourse)
:
it is mentioned that 2,2,6,6 tetramethylpiperidone was bulky and could have some steric hindrance. does this mean 1. low yield 2. no yield 3. pharmacologically uninteresting fentanyl analog
my main questions are:
if you reacted p-methoxyphenyl-2-bromopropane with tempidone hcl ala seigfried would you get 1-(paramethoxyphenyl-2-propyl) 2,2,6,6 tetrametoxy-4-piperidone in at least 10% yeild?  whould reductive amination with aniline and acylation with acetic anhydride yield an opioid type compound? who cares to guess.  thanks in advance.
Title: 2-methylfentanyl
Post by: Rhodium on January 27, 2004, 07:48:00 AM
#3 is probably the biggest obstacle. I could only find one fentanyl analog reported in the literature with methyl groups in the 2/6 positions of the piperidine ring, and that was only one methyl group. No fentanyls with 2, 3 or 4 methyl groups in the 2/6 positions could be found. The 2-methylfentanyl was reported in

Patent US3923992 (http://l2.espacenet.com/dips/viewer?PN=US3923992&CY=gb&LG=en&DB=EPD)



Title: thanks. that kind of information is hard to...
Post by: albert_grieves on January 27, 2004, 10:25:00 AM
thanks.  that kind of information is hard to find.  Looks like its back to methyl acrylate or the double mannich.  My dream compound would be a non-controlled fentanyl analog that is active in the 1-5mg range.  I was looking at loperamide molecules on google and I was amazed at the difference between that and fentanyl, and even loperamide is active with the microgranules.  I think there is a lot of room for finding an active compound that is not specifically listed.  I could mix it with sugar and tell the cops I was making my own rat poison.
Title: PMA+phorone=>your 2,2,6,6-tetraMe-4-piperidone
Post by: Nicodem on January 27, 2004, 10:55:00 AM
if you reacted p-methoxyphenyl-2-bromopropane with tempidone hcl ala seigfried would you get 1-(paramethoxyphenyl-2-propyl) 2,2,6,6 tetrametoxy-4-piperidone in at least 10% yeild?

I'm sure that you would get a considerably higher yield reacting 1-(p-methoxyphenyl)-2-amino-propane (aka PMA) with phorone. The steric hinderance would not be so much of an obstacle as whith the N-alkylation reaction.