If one were to react tryptophan and formaldehyd in the akabori reaction insted of benzaldehyd and alanin as described in another thred, one should get AMT with an OH gruop at the a-methyl carbon (if its just straight forward and no other rules apply, such as cyclization)
If it then could be possible to reduce the OH group some way (HI/RP?) one should end up with AMT.
Just some thoughts on another application of the akabori reaction...does it seem posible?