1217341-14-4

Upstream product

• 6921-34-2 benzylmagnesium chloride 
• 701954-53-2 benzyl[(2,2-dimethoxy)ethylidene]amine 
• 51673-84-8 dimethoxyacetaldehyde 
• 100-46-9 benzylamine 

Downstream Products

• 1084820-36-9 (R)-1-benzyl-2,2-dimethoxyethylamine 
• 1184944-94-2 (R)-1-benzyl-2,2-dimethoxyethylammonium N-acetyl-L-phenylalaninate 
• 1184944-95-3 (S)-1-benzyl-2,2-dimethoxyethylammonium N-acetyl-D-phenylalaninate 
• 59830-60-3 N-benzyloxycarbonyl-2-amino-3-phenylpropionaldehyde 
• 6372-14-1 (2S)-2-(N-benzyloxycarbonyl)-amino-3-phenyl propanol 
• 59830-61-4 benzyl 1-benzyl-2,2-dimethoxyethylcarbamate 
• 55707-43-2 (S)-1-benzyl-2,2-dimethoxyethan-1-amine 
• 55707-43-2 1-benzyl-2,2-dimethoxyethylamine 

Relevant academic research and scientific papers

Resolution and absolute configuration of some a-aminoacetals: En route to enantiopure N-protected a-aminoaldehydes

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

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).