Phe-Aziridine-Me can then undergo a simple ring opening reaction to form dextroamphetamine and levoamphetamine ( the two active ingredients in Adderall ).
12.
The actual rearrangement reaction takes place when the amine group attacks the thiocarbonyl in a nucleophilic addition temporarily forming an aziridine and the thioacetamide by tautomerization.
13.
The International Agency for Research on Cancer ( IARC ) has reviewed aziridine compounds and classified them as possibly carcinogenic to humans ( IARC Group 2B ).
14.
In one study the inversion in an aziridine was slowed by a factor of 50 by placing the nitrogen atom in the vicinity of a phenolic alcohol group compared to the oxidized hydroquinone
15.
This reaction has three points of chemical diversity as the structure of the aziridine starting compound, the organometallic reagent, and the electrophile can all be varied to synthesize a different hydantoin.
16.
As a further demonstration of reactivity one study explored the properties of an ?-formyl aziridine which was found to dimerize as an oxazolidine on formation from the corresponding ester by organic reduction with DIBAL:
17.
"' Aziridines "'are organic compounds containing the aziridine functional group, a three-membered heterocycle with one amine group (-NH-) and two methylene bridges (-- ).
18.
A second Mitsunobu reaction then forms the aziridine "'14 "'available for ring-opening reaction with 3-pentanol catalyzed by boron trifluoride to ether "'15 " '.
19.
In making the overall evaluation, the IARC Working Group took into consideration that aziridine is a direct-acting alkylating agent which is mutagenic in a wide range of test systems and forms DNA adducts that are promutagenic.
20.
An improved method published in 2007 starts with the enantioselective desymmetrization of aziridine "'1 "'with trimethylsilyl azide ( TMSN 3 ) and a chiral catalyst to the azide "'2 " '.
