459216-68-3

Upstream product

• 67-56-1 methanol 
• 459217-15-3 (1S,2S,3S)-2-(Dimethoxy-phosphoryl)-3-phenyl-2-((S)-toluene-4-sulfinyl)-cyclopropanecarboxylic acid ethyl ester 
• 459216-90-1 E-(S)-(1-dimethoxyphosphoryl-2-phenyl)vinyl p-tolyl sulfoxide 
• 63268-43-9 (+)-(S)-dimethyl-p-tolylsulfinylmethanephosphonate 
• 100-52-7 benzaldehyde 
• 51608-60-7 N-(benzylidene)-p-methylbenzenesulfonamide 

Downstream Products

• 459216-81-0 ((1R,2R,3R)-2-tert-Butoxycarbonylamino-3-phenyl-cyclopropyl)-phosphonic acid dimethyl ester 
• 459216-77-4 (1S,2R,3S)-2-(Dimethoxy-phosphoryl)-3-phenyl-cyclopropanecarboxylic acid 
• 459216-72-9 (1R,2S,3S)-1-dimethoxyphosphoryl-2-carbomethoxy-3-phenylcyclopropane 

Relevant academic research and scientific papers

Asymmetric cyclopropanation of chiral (1-dimethoxyphosphoryl-2-phenyl)vinyl p-tolyl sulfoxide: A new synthesis of enantiomerically pure 2-amino-3-phenyl-1-cyclopropane-phosphonic acid - A constrained analog of phaclofen

E-(S)-(1-Dimethoxyphosphoryl-2-phenyl)vinyl p-tolyl sulfoxide 3 was found to undergo cyclopropanation with sulfur ylides [dimethyl(oxo)sulfonium methylide, diphenyl sulfonium isopropylide and ethyl (dimethylsulfuranylidene)acetate (EDSA)] in a highly diastereoselective manner. The major diastereomer obtained in the reaction of E-(S)-3 with EDSA was converted into enantiopure (2R)-amino-(3R)-phenyl-(1R)-cyclopropane-phosphonic acid, a constrained analog of the GABAB antagonist, phaclofen.