192764-08-2

Upstream product

• 75-16-1 methylmagnesium bromide 
• 91190-38-4 N-benzyl-2,3-O-isopropylidene-D-glyceraldehyde nitrone 
• 15186-48-8 2,3-isopropylidene-glyceraldehyde 
• 622-30-0 N-benzyl hydroxylalmine 

Downstream Products

• 204126-98-7 methyl (2R)-N-benzyl-2-(acetoxyamino)propanoate 
• 204126-96-5 C₁₂H₁₅NO₃ 
• 192764-27-5 (2S,3R)-3-Benzylamino-1-(tert-butyl-dimethyl-silanyloxy)-butan-2-ol 
• 192764-22-0 (2S,3R)-3-Benzylamino-butane-1,2-diol 
• 204126-94-3 (2S,3R)-N-benzyl-3-(acetoxyamino)-1,2-O-isopropylidene-1,2-butanediol 
• 192764-16-2 (R)-N-benzyl-1-[(S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethanamine 

Relevant academic research and scientific papers

OXAZOLIDIN-2-ONE COMPOUNDS AND USES THEREOF

The present invention relates to oxazolidin-2-one substituted pyrimidine compounds that act as PI3K (phosphatidylinositol-3-kinase) inhibitors, as well as pharmaceutical compositions thereof, methods for their manufacture and uses for the treatment of conditions, diseases and disorders dependent on PI3K.

Nucleophilic additions of Grignard reagents to N-benzyl-2,3-O- isopropylidene-D-glyceraldehyde nitrone (BIGN). Synthesis of (2S,3R) and (2S,3S)-3-phenylisoserine

A remarkable Lewis acid tuning has been observed in the nucleophilic addition of Grignard reagent to BIGN, the N-benzyl nitrone derived from 1,2- O-isopropylidene-D-glyceraldehyde. The obtained α,β-dialkoxy hydroxylamines can serve as starting points for the synthesis of both aminodiols and α- hydroxy-β-amino acids. This synthetic approach is illustrated by the synthesis of the antipode of the C-13 side chain of Taxotere as well as its C-3 epimer.

Stereocontrolled addition of Grignard reagents to α-alkoxy nitrones. Synthesis of syn and anti 3-amino-1,2-diols

The stereoselective addition of Grignard reagents to α-alkoxy nitrones has been achieved with excellent stereocontrol using ZnBr2 and Et2AlCl as precomplexing agents to obtain the corresponding syn- and anti- adducts, respectively. The obtained hydroxylamines have been transformed into valuable 3-amino-1,2-diols.