jacob019 (Newbee)
10-19-01 07:39
No 226659
      MMDA-3a  Bookmark   

Would some one please explain to me why croweacin (2-methoxy-3,4-methylenedioxy-allylbenzene) cannot be used as a precursor to MMDA-3a.  What would be the product of converting the croweacin into an amphetamine.

This is what shulgin says:
However, there are two #3's (the methoxy and the methylenedioxy can go onto the three oxygen atoms in a row in two different ways, whereas the three methoxys can go on in just one way) and there can be no #6 (since a methylenedioxy must, perforce, have two oxygens that are adjacent, and there are none to be so found in the 2,4,6-orientation of TMA-6). So, with two possible MMDA-3's it becomes reasonable, in fact essential, to name one of them "a" and the other "b". The "a" orientation occurs in nature as the essential oil croweacin, or 1-allyl-2-methoxy-3,4-methylenedioxybenzene. It thus can allow MMDA-3a to be classified as an Essential Amphetamine, since it can arise, in principle, by amination in the liver in vivo. But in the laboratory, croweacin is certainly not a practical starting material in this synthesis.
(Chief Bee)
10-19-01 16:55
No 226767
      Re: MMDA-3a  Bookmark   

Croweacin would give MMDA-3a, but it is found in very scarce amounts in nature, and is thus much more expensive than making the benzaldehyde from scratch.
(Ubiquitous Precursor Medal Winner)
10-20-01 16:14
No 227151
      Re: MMDA-3a  Bookmark   

Table: Essential Oil Components of Two Commonly Used Species of Asarum Used as a Source of Xi Xin.
Each of these herbs has about 2.5% essential oil, and the figures shown are the proportions of that oil (6).  A dash (-) indicates that the content is relatively low, less than 1% each.  According to Japanese studies (8), the essential oil content can vary markedly, depending on growing conditions, so these figures should be considered as only one example of the distribution of amounts of component ingredients.
  Essential Oil Content          A. heterotropoides             A. sieboldii
 methyl eugenol                      51.6%                     42.4%
 safrole                                 12.0%                         -
 eucarvone                              9.8%                         -
 sabinene                                3.8%                         -
 elemicin                                 3.4%                         -
 estragole                               1.9%                         -
 croweacin                               -                           14.5%
 asaricin                                  -                             9.3%
 beta-pinene                            1.1%                        2.8%
 alpha-terpineol                         -                             2.6%
 others                                  27.4%                       28.4%


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