Author Topic: Dopamine or Tyramine Synthesis  (Read 2082 times)

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Dysprosium

  • Guest
Dopamine or Tyramine Synthesis
« on: December 19, 2003, 02:40:00 AM »
Sorry to be a bother, does anyone know a place to find either synth, ive looked and only have found biological routes. If purchase is feasible tell me and ill devote some more time into looking if synthesis is too dificult, hopefully this is within rules i dont need an exact source.


Rhodium

  • Guest
Dopamine/Tyramine
« Reply #1 on: December 19, 2003, 03:02:00 AM »
They can be had by synthesizing 3,4-methylenedioxyphenethylamine or 4-methoxyphenethylamine and then dealkylate the aromatic substituents with refluxing with 48% HBr.

What is your intended use for the substances?


Dysprosium

  • Guest
Hmm thats sound like too much work for the...
« Reply #2 on: December 19, 2003, 03:24:00 AM »
Hmm thats sound like too much work for the simple purposes i have which is comparing the alkaloid contents of 2 san pedro, one being doped with dopamine preferibly, tyramine if nesesary.
I wanna start with one of those but could always use tyrosine which is more easily had but thats getting far up the mescaline cycle and risking not getting valid results at the time of extraction if most of the extraction is really unused tyrosine.


Rhodium

  • Guest
another route
« Reply #3 on: December 19, 2003, 03:59:00 AM »
It would also be possible to decarboxylate Dopa or Tyrosine, for example by using any of these procedures:

Post 416740

(Rhodium: "Novel amino acid decarboxylation via the nitrile", Tryptamine Chemistry)

Post 285716

(foxy2: "Tyramine", Chemistry Discourse)



lugh

  • Guest
Tyramine Preparations
« Reply #4 on: December 19, 2003, 04:15:00 AM »
Here are some articles on tyramine synthesis

JACS 55, 2593, 3388 (1933):



Ber 64, 1510 (1931)



Arch Pharm 270, 340 (1932)



8)


methymouse

  • Guest
Decarboxylation of tyrosine?
« Reply #5 on: January 09, 2004, 01:59:00 PM »
Both tyrosine and L-Dopa are fairly available. I know at least tyrosine can be purchased in a powder form for something like $10/oz.  L-dopa can be extracted from some kind of plant which is also rather available.  TFSE or Google should turn up the information.  These could then be decarboxylated (to tyramine and dopamine resp.) by heating with a ketone catalyst in a high boiling point solvent. Look at student's spearmint catalyzed decarboxylation of tryptophan in turpentine on Rhodium's site. I expect that it should work similarly for phenylalanines like tyrosine.  The only concern which comes to mind is that the hydroxyl group(s) might oxidize at those temperatures (at least on L-dopa this seems likely).  I think that none of this is necessary, though, since tyrosine is part of the biosynthesis of mescaline, at least in peyote. See

this site.

(http://www.usm.maine.edu/~newton/Chy251_253/Lectures/AminesII/alkaloids.html

Be sure to wait a long time before harvesting, since otherwise you'll get mainly whatever you injected into the cactus  :P .  Tyrosine has its purposes (for example, it seems to help with amphetamine hangovers), but certainly lacks the sparkle of mescaline  ;D


methymouse

  • Guest
Oops
« Reply #6 on: January 09, 2004, 02:01:00 PM »
I missed Rhodium's post above.  Sorry about any redundancy...


amine

  • Guest
Dopamine via. Vanillin.
« Reply #7 on: January 09, 2004, 10:24:00 PM »
Edit: n/m there are easier methods posted above.

Dopamine is 3,4-dihydroxy-phenethylamine.

Why not demethylate the 3-methoxy group on vanillin via the pyridine.hcl/microwave method.
(

https://www.thevespiary.org/rhodium/Rhodium/chemistry/methylenation.html

)

then condense via nitomethane
reduce via your favorite reducing agent.