1222011-04-2

Upstream product

• 21204-67-1 methyl (triphenylphosphoranylidene)acetate 
• 180196-03-6 (2S)-1-[(1R)-1-phenylethyl]aziridine-2-carbaldehyde 

Downstream Products

• 1222011-11-1 C₂₂H₂₈N₂O₂ 
• 1222011-10-0 C₂₂H₂₈N₂O₂ 
• 1222011-09-7 C₂₁H₂₆N₂O₂ 
• 1418466-30-4 (2S,3S)-methyl 2,3-dihydroxy-3-((R)-1-((R)-1-phenylethyl)aziridin-2-yl)propanoate 
• 1418466-68-8 C₁₄H₁₉NO₄ 
• 1418466-43-9 ((2R,3S,4S)-3,4-dihydroxy-5-oxo-1-((R)-1-phenylethyl) pyrrolidin-2-yl)methyl acetate 
• 1418466-26-8 C₁₆H₁₉NO₄ 
• 1418466-65-5 C₁₉H₂₅NO₄ 
• 1418466-47-3 ((3aS,4R,6aS)-2,2-dimethyl-6-oxo-5-((R)-1-phenylethyl)tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyrrol-4-yl)methyl acetate 
• 1418466-51-9 (3aS,6R,6aS)-6-(hydroxymethyl)-2,2-dimethyl-5-((R)-1-phenylethyl)dihydro-3aH-[1,3]dioxolo[4,5-c] pyrrol-4(5H)-one 

Relevant academic research and scientific papers

Stereoselective synthesis of (-)-8-epi-swainsonine starting with a chiral aziridine

An efficient synthesis of (-)-8-epi-swainsonine, starting from a commercially available 1-(R)-α-methylbenzylaziridine-2-methanol, was developed. The synthetic route utilizes stereocontrolled Sharpless asymmetric dihydroxylation governed by AD-mix-β followed by an aziridine ring opening-cyclization sequence to generate the five membered N-heterocyclic ring system present in the bicyclic target. A subsequent stereoselective allylation and piperidine ring forming cyclization then produced a precursor that was converted into (-)-8-epi-swainsonine.

Conjugate addition of amines to chiral 3-aziridin-2-yl-acrylates

Conjugate addition of benzylamine to chiral methyl cis-3-aziridin-2-yl-acrylates was successfully proceeded to yield 3-aziridin-2-yl-3-benzylaminopropionates in high yield with high stereoselectivity. The addition products were used for the asymmetric syn