Method for synthesis of C2-symmetric diamino diol mediated by titanium complexes
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United States of America Patent
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Issued Date -
Dec 21, 2006
app pub date -
Oct 19, 2005
filing date -
Jun 21, 2005
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Abstract
A method for synthesis of C.sub.2-symmetric diamino diol mediated by titanium complexes is provided. A substituted-L-phenylalaninal undergoes pinacol coupling to yield the corresponding C.sub.2-symmetric (1S,2R,3R,4S)-1,4-diamino 2,3-diol in the presence of Cp.sub.2TiCl.sub.2/ZnCl.sub.2 and zinc metal, mediated in good yield and highly selective. This titanium-catalyzed reaction yields diaminodiol, offering a convenient alternative method to the synthesis of C.sub.2-symmetric peptidic protease inhibitors. Consequently, the method allows to synthesize TL-3 via titanium complex in moderate yield.
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