S. Saito*, K. Komada, T. Moriwake
Apr 28, 2003
Citations
0
Influential Citations
8
Citations
Journal
Organic Syntheses
Abstract
Diethyl (2S,3R)-2-(N-tert-butoxycarbonyl)amino- 3-hydroxysuccinate intermediate: diethyl (2S,3S)-2-bromo-3-hydroxysuccinate intermediate: diethyl (2R,3R)-2,3-epoxysuccinate (3) intermediate: diethyl (2S,3R)-2-azido-3-hydroxysuccinate (4) product: diethyl (2S,3R)-2-(N-tert-butoxycarbonyl)amino-3-hydroxysuccinate (5) Keywords: annulation, heterocyclic-[3]; epoxide formation; protection, nitrogen; reduction, N3 NH2; replacement reactions, alkoxy by azide; replacement reactions, halogen by oxygen; replacement reactions, hydroxy by halogen; ring opening reactions; stereoselective reactions, stereospecific; stereoselective reactions, stereospecific; stereoselective reactions, stereospecific; stereoselective reactions, stereospecific; N,N-dimethylformamide; ethanol; hydrogen chloride, anhydrous, in absolute ethanol; azidotrimethylsilane, highly toxic; chloroform, highly toxic, cancer suspect agent; 4-dimethylaminopyridine, poison; N,N-dimethylformamide, cancer suspect agent; hydrogen bromide, noxious vapors; sodium