701954-53-2Relevant academic research and scientific papers
Resolution and absolute configuration of some a-aminoacetals: En route to enantiopure N-protected a-aminoaldehydes
Albalat-Serradeil, Muriel,Primazot, Geraldine,Wilhelm, Didier,Vallejos, Jean-Claude,Vanthuyne, Nicolas,Roussel, Christian
scheme or table, p. 687 - 696 (2012/09/22)
The first successful resolution of rac-a-aminoacetals via diastereoisomeric salt formation with optically pure N-protected aminoacids is reported. The absolute configuration assignment of a-aminoacetal enantiomers is performed by an entirely non-racemizing chemical correlation method involving N-protection and a new efficient hydrolysis step followed by a reduction of the resulting N-protected a-aminoaldehyde intermediates. A racemization method of optically enriched a-aminoacetals is exemplified to allow valorisation of both enantiomers. Springer-Verlag 2011.
PROCESS FOR PREPARING ALPHA AMINOACETALS IN RECEMIC FORM
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Page/Page column 10, (2010/04/25)
The invention relates to a process for preparing an α-aminoacetal, or addition salts thereof, of formula (I) in recemic form comprising the steps consisting in: reacting a glyoxal monoacetal of formula (II) with an arylalkylamine of formula (III) in such a way as to obtain an imine of formula (IV); adding a Grignard reagent of formula R3-Mg-HaI to said imine of formula (IV) so as to obtain an amine of formula (V), and - deprotecting the amine of formula (V) in such a way as to obtain the compound of formula (I) in racemic form, and, where appropriate, adding an inorganic or organic acid in order to obtain an addition salt of the α-aminoacetal of formula (I).
Improved Access to Imidazole-phosphonic Acids: Synthesis of D-manno-Tetrahydroimidazopyridine-2-phosphonates)
Terinek, Miroslav,Vasella, Andrea
, p. 719 - 734 (2007/10/03)
The D-manno-tetrahydroimidazopyridine-2-phosphonate 11 was prepared via a high-yielding Pd(PPh3)4-catalysed diphenylphosphonylation of the manno-iodoimidazole 12, followed by transesterification to the diethyl phosphonate 14 and deal
