219586-69-3

Upstream product

• 622-30-0 N-benzyl hydroxylalmine 

Downstream Products

• 219586-74-0 (2S,3S,4S,5R)-2-N-benzylhydroxylamine-5-tert-butoxycarbonylamine-1,6-diphenyl-3,4-O-isopropylidene-3,4-hexanediol 
• 219586-73-9 (2R,3S,4S,5R)-2-N-benzylhydroxylamine-5-tert-butoxycarbonylamine-1,6-diphenyl-3,4-O-isopropylidene-3,4-hexanediol 
• 218271-99-9 (R)-1-[(4S,5S)-5-((S)-1-Amino-2-phenyl-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-phenyl-ethylamine 
• 207561-64-6 (2R,3S,4S,5S)-2,5-diamino-1,6-diphenyl-3,4-hexanediol 

Relevant academic research and scientific papers

Grignard addition to aldonitrones. Stereochemical aspects and application to the synthesis of C2-symmetric diamino alcohols and diamino diols

A new example of the stereoselective installation of the amino group at a saturated carbon center via organometallic addition of chiral aldehydes to nitrones is illustrated by the synthesis of 1,3-diamino propanol 1 and 1,4- diamino butandiol 2 units. Three diamino alcohol 1 stereotriads were obtained by stereoselective addition of alkylmagnesium halides (benzyl, cyclohexylmethyl, and metallyl) to the N-benzyl nitrones derived from β- amino-α-hydroxy aldehydes followed by reduction of the resulting N- benzylhydroxylamines. Three 1,4-dibenzyl substituted stereoisomers of type 2 with fixed S configuration at C2 and C3 were prepared by sequential and simultaneous amination in two directions starting from L-threose nitrone and L-tartraldehyde bis-nitrone, respectively. The R,S,S,R isomer obtained by the former route was converted into a seven-membered ring cyclic urea (1,3- diazapin-2-one), i.e., a compound that belongs to a class of nonpeptide HIV- 1 protease inhibitors.