element109:
I-3-AcCHO could be used in a LW rxn to form dialkyltryptamines but as far as I know it has not
been tried. You might want to take a look at the tryptophol -> DMT synth somwhere around here
or at Rhodium's.
See, the objective in the Streccker degradation is to prevent the aldehyde from being brought into
contact with ANYthing it could react with. 700 ml of benzene should provide an adequate degree
of protection.
Oxidise? I-3-AcCHO to IAA? That's aldehyde to carboxylic acid, you would really want clean
I-3-AcCHO to start on that one. But then again, IAA isn't too expensive so you should pay
some thought to the amount of funds involved when doing:
1) Tryptophan -> I-3-AcCHO -> IAA
2) buying IAA
Hope it helps.
Laters,
-- phaidon, son of apollon
I scorched the Earth, now what do I do tomorrow?