A stereospecific synthesis of both enantiomers of 2-(1′-amino-2′-methylpropyl) imidazole, a key synthon in the synthesis of SB 203386; a potent protease inhibitor

Two methods for the asymmetric synthesis of both enantiomers of 2-(1′-amino-2′-methylpropyl)imidazole ( 2) have been developed by adding nucleophilic organometallics to nonracemic 2-oxazolidinones employing 2-phenylglycinol as the source of chirality. Excellent stereochemical yields were obtained. G...

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Bibliographic Details
Published inTetrahedron letters Vol. 38; no. 8; pp. 1275 - 1278
Main Authors Pridgen, Lendon N, Mokhallalati, Mohamed K, McGuire, Michael A
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 24.02.1997
Elsevier
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
ISOSTERE
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Summary:Two methods for the asymmetric synthesis of both enantiomers of 2-(1′-amino-2′-methylpropyl)imidazole ( 2) have been developed by adding nucleophilic organometallics to nonracemic 2-oxazolidinones employing 2-phenylglycinol as the source of chirality. Excellent stereochemical yields were obtained. Graphic
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(97)00070-1