119244-97-2Relevant academic research and scientific papers
Method of synthesis of vicinal diamines
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, (2008/06/13)
A method is described for producing vicinal diamines comprising the steps of converting a compound, possessing a leaving group on a carbon atom interposed between carbon atoms containing amino groups, to an aziridine-containing compound and reacting the latter compound with a nucleophile to form a vicinal diamine. The compound chosen for the rearrangement reaction may be selected from a wide range of compounds, including those with halide, heteroatom and aryl substituents. The amino groups may be blocked or unblocked. A variety of functional groups, including those which extend the carbon backbone, may be incorporated via opening of the aziridine-containing compound by addition of a selected nuclepohile. Aziridine-containing compositions and vicinal diamine compositions are disclosed. Functionalized vicinal diamines have numerous uses, including as intermediates for radionuclide-chelating ligands for use in the diagnosis and therapy of cancer.
A Convenient Synthesis of Vicinal Diamines
Jones, David S.,Srinivasan, Ananthachari,Kasina, Sudhakar,Fritzberg, Alan R.,Wilkening, David W.
, p. 1940 - 1943 (2007/10/02)
Various 3-substituted-1,2-diaminopropane compounds in which the amino groups are protected as bis(carbamates) or bis(sulfonamides) were prepared from the corresponding N,N'-bis-protected 2-(aminomethyl)aziridine derivatives by nucleophilic opening of the aziridine ring.The aziridine derivatives are ultimately derived from readily available 2-hydroxy-1,3-diaminopropane.A variety of nucleophiles can be added to incorporate various functionality (CN, O2CCH3, OH, Cl, CH3, CH2CO2H) in the 3-position of the resulting 1,2-diaminopropane derivatives.
