220384-58-7

Basic information

• Product Name: 5-((E)-(R)-2-Piperidin-2-yl-vinyl)-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-pyridine
• Synonyms: 5-((E)-(R)-2-Piperidin-2-yl-vinyl)-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-pyridine
• CAS NO: 220384-58-7
• Molecular Weight: 346.494
• Mol File: 220384-58-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 5-((E)-(R)-2-Piperidin-2-yl-vinyl)-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-((E)-(R)-2-Piperidin-2-yl-vinyl)-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-pyridine(220384-58-7)
• EPA Substance Registry System: 5-((E)-(R)-2-Piperidin-2-yl-vinyl)-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-pyridine(220384-58-7)

Safety Data

• Hazardous Substances Data: 220384-58-7(Hazardous Substances Data)

Upstream product

• 220384-57-6 (2R)-2-<(1E)-2-<1-(p-toluenesulfonyl)-1,4,5,6-tetrahydropyridin-3-yl>-vinyl>-piperidine-1-carboxylic acid tert-butyl ester 
• 220384-49-6 (2R)-2-vinylpiperidine-1-carboxylic acid tert-butyl ester 
• 98-59-9 p-toluenesulfonyl chloride 
• 220384-68-9 1-(p-toluenesulfonyl)-piperidin-3-ol 
• 220384-56-5 trifluoromethanesulfonic acid 1-(p-toluenesulfonyl)-1,4,5,6-tetrahydro-pyridin-3-yl ester 
• 220384-55-4 1-(p-toluenesulfonyl)-piperidin-3-one 

Downstream Products

• 220384-63-4 (6R,7R,13S,15S)-1-(p-toluenesulfonyl)-tetradecahydro-6,13-methano-dipyrido<1,2-a;3',2'-e>azocin-12-one 
• 220384-61-2 (6R,7R,13R,14R,15S)-14-hydroxy-1-(p-toluenesulfonyl)-tetradecahydro-6,13-methano-dipyrido<1,2-a;3',2'-e>azocin-12-one 
• 56293-29-9 (+)-aloperine 

Relevant articles and documents

Total synthesis of (+)-aloperine. Use of a nitrogen-bound silicon tether in an intramolecular diels-alder reaction

Enantioselective total syntheses of aloperine (1), N-methylaloperine (2), and N-allylaloperine (3) are reported. The central element of the synthetic strategy is an intramolecular Diels-Alder reaction in which the cycloaddends are tethered by a N-silylamine linkage. The total synthesis of 1 proceeds from commercially available 3-hydroxypiperidine hydrochloride (54) and (R)-pipecolinic acid (35) by way of nine isolated and purified intermediates. The synthesis is sufficiently efficient that gram quantities of (+)-aloperine (1) can be readily prepared. Early exploratory studies also introduced a convenient method for tethering cycloaddition partners with a sulfonamide unit to realize the intramolecular Diels-Alder cycloaddition of a vinylsulfonamide: 45 → 46.