952423-59-5

Basic information

• Product Name: phenylmethyl (3-exo)-3-[(1R)-1-[[(S)-(1,1-dimethylethyl)sulfinyl]amino]-2-(2,4,5-trifluorophenyl)ethyl]-8-azabicyclo[3.2.1]octane-8-carboxylate
• Synonyms: phenylmethyl (3-exo)-3-[(1R)-1-[[(S)-(1,1-dimethylethyl)sulfinyl]amino]-2-(2,4,5-trifluorophenyl)ethyl]-8-azabicyclo[3.2.1]octane-8-carboxylate
• CAS NO: 952423-59-5
• Molecular Weight: 522.632
• Mol File: 952423-59-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: phenylmethyl (3-exo)-3-[(1R)-1-[[(S)-(1,1-dimethylethyl)sulfinyl]amino]-2-(2,4,5-trifluorophenyl)ethyl]-8-azabicyclo[3.2.1]octane-8-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: phenylmethyl (3-exo)-3-[(1R)-1-[[(S)-(1,1-dimethylethyl)sulfinyl]amino]-2-(2,4,5-trifluorophenyl)ethyl]-8-azabicyclo[3.2.1]octane-8-carboxylate(952423-59-5)
• EPA Substance Registry System: phenylmethyl (3-exo)-3-[(1R)-1-[[(S)-(1,1-dimethylethyl)sulfinyl]amino]-2-(2,4,5-trifluorophenyl)ethyl]-8-azabicyclo[3.2.1]octane-8-carboxylate(952423-59-5)

Safety Data

• Hazardous Substances Data: 952423-59-5(Hazardous Substances Data)

Upstream product

• 501-53-1 benzyl chloroformate 
• 952423-57-3 benzyl 3-formyl-8-azabicyclo[3.2.1]octane-8-carboxylate 
• 532-24-1 tropinone 
• 952423-58-4 C₂₀H₂₈N₂O₃S 
• 157911-56-3 2,4,5-trifluorobenzyl bromide 

Downstream Products

• 952506-23-9 [S(S)]-N-[(1R)-1-(3-exo)-8-azabicyclo[3.2.1]oct-3-yl-2-(2,4,5-frifluorophenyl)ethyl]-2-methyl-2-propanesulfinamide 
• 952423-73-3 (S)-2-methyl-propane-2-sulfinic acid [(R)-1-[3-exo-8-(2-amino-acetyl)-8-aza-bicyclo[3.2.1]oct-3-yl]-2-(2,4,5-trifluoro-phenyl)-ethyl]-amide 
• 952421-56-6 cyclopropanesulfonic acid (2-{3-exo-[(R)-1-amino-2-(2,4,5-trifluoro-phenyl)-ethyl]-8-aza-bicyclo[3.2.1]octane-8-sulfonyl}-ethyl)-amide 
• 952506-25-1 2-{3-exo-[(R)-1-((S)-2-methyl-propane-2-sulfinylamino)-2-(2,4,5-trifluoro-phenyl)-ethyl]-8-aza-bicyclo[3.2.1]octane-8-sulfonyl}-ethylamine 
• 952506-27-3 (S)-2-methyl-propane-2-sulfinic acid [(R)-1-{3-exo-8-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-acetyl]-8-aza-bicyclo[3.2.1]oct-3-yl}-2-(2,4,5-trifluoro-phenyl)-ethyl]-amide 
• 952506-24-0 N-(2-{3-exo-[(R)-1-((S)-2-methyl-propane-2-sulfinylamino)-2-(2,4,5-trifluoro-phenyl)-ethyl]-8-aza-bicyclo[3.2.1]octane-8-sulfonyl}-ethyl)-phthalimide 
• 952423-70-0 2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethanesulfonic acid (2-{3-exo-[(R)-1-((S)-2-methyl-propane-2-sulfinylamino)-2-(2,4,5-trifluoro-phenyl)-ethyl]-8-aza-bicyclo[3.2.1]octane-8-sulfonyl}-ethyl)-amide 

Relevant articles and documents

A scalable synthesis of an azabicyclooctanyl derivative, a novel DPP-4 inhibitor

(Chemical Equation Presented) A practical synthetic strategy to a chiral azabicycclooctanyl derivative (1), a potent DPP-4 inhibitor, starting from a commercially available nortropine is described. The stereogenic center of 1 was established employing a modified protocol of Ellman's diastereoselective addition of a benzylic nucleophile to tert-butanesulfinimine. Other key steps include Corey-Chaykovsky reaction, Meinwald rearrangement, and CDMT-promoted amide bond formation involving a sterically hindered amine 2.