dormouse (Member)
04-25-00 01:34
No 108863
      L-DOPA musings -KrZ  Bookmark   


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KrZ
Hive Bee   posted 02-25-2000 10:15 AM           
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L-DOPA --DCM--> L-MDphenylalanine --H2/GAA/EtOH/Pd/C--> MDA ---Paraformaldehyde/H2/GAA/EtOH/Pt/C--> MDMA
Would it be impossible to reduce the carboxylic acid without destroying the MD-bridge? Don't know how much this stuff costs. Maybe some pimp enzymatic reaction to form DOPA first from phenylalanine and then on to the shiznits... ;-)


Epikur
Hive Bee   posted 02-25-2000 07:11 PM           
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Some time back I had the same idea and asked the same question!
According to the Merck Index there also is a paper on phenylalanine => amphetamine, so I thought the DOPA => MDA might be an easy thing.

I was told, though, that it would be a way worse route than about anything else.

You might want to search the old messages.


Cherrie Baby
Hive Bee   posted 02-27-2000 11:38 AM           
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I didn't think you could reduce a carboxyllic acid to alkane with Pd/H2.
What about:
1) L-MDphenylalanine + MeOH --> L-MDphenylalanine methyl ester
2) + PhCHO --> L-MDphenylalanine methyl ester schiff base
3) + MeX --> alpha-methyl L-MDphenylalanine methyl ester schiff base (X = Br, I)
4) hydrolyse schiff base, hydrolyse ester
5) decarboxylate --> MDA

What's the problem with this? Availability of MeX? I think MeBr is used as a fungicide.


 
Epikur
Hive Bee   posted 02-27-2000 06:45 PM           
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Phenylalanine => d-amphetamine:
D.B. Repke at al., J. Pharm. Sci. 67, 1167 (1978)
 
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