220384-55-4

Upstream product

• 220384-68-9 1-(p-toluenesulfonyl)-piperidin-3-ol 
• 212326-98-2 3-Methylene-1-(toluene-4-sulfonyl)-piperidine 
• 935553-11-0 acetic acid 1-(toluene-4-sulfonyl)-1,2,5,6-tetrahydro-pyridin-3-ylmethyl ester 
• 935553-07-4 acetic acid 2-{[but-3-enyl-(toluene-4-sulfonyl)-amino]-methyl}-allyl ester 
• 10285-80-0 N-tosyl-3-butenylamine 
• 6859-99-0 3-hydroxypiperazine 
• 98-59-9 p-toluenesulfonyl chloride 
• 1234463-90-1 C₁₄H₁₈N₂O₄S 
• 1234464-06-2 C₁₇H₂₄N₂O₄S 

Downstream Products

• 220384-56-5 trifluoromethanesulfonic acid 1-(p-toluenesulfonyl)-1,4,5,6-tetrahydro-pyridin-3-yl ester 
• 911697-93-3 1-tosyl-[1,3]oxazepan-7-one 
• 955936-62-6 benzyl {1-[(4-methylphenyl)sulfonyl]-3-prop-2-en-1-ylpiperidin-3-yl}carbamate 
• 1132910-23-6 1'-tosylspiro[benzo[d][1,3]oxazine-4,3'-piperidin]-2(1H)-one 
• 1132910-32-7 tert-butyl 2-(3-hydroxy-1-tosylpiperidin-3-yl)phenylcarbamate 
• 1392282-64-2 C₁₆H₂₄NO₆PS 
• 1392282-90-4 C₁₆H₂₄NO₆PS 
• 1392282-73-3 C₁₆H₂₆NO₆PS 
• 1126736-18-2 (S)-N-tosyl-3-hydroxypiperidine 
• 56293-29-9 (+)-aloperine 
• 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 
• 220384-63-4 (6R,7R,13S,15S)-1-(p-toluenesulfonyl)-tetradecahydro-6,13-methano-dipyrido<1,2-a;3',2'-e>azocin-12-one 
• 220384-57-6 (2R)-2-<(1E)-2-<1-(p-toluenesulfonyl)-1,4,5,6-tetrahydropyridin-3-yl>-vinyl>-piperidine-1-carboxylic acid tert-butyl ester 
• 220384-58-7 5-((E)-(R)-2-Piperidin-2-yl-vinyl)-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-pyridine 

Relevant academic research and scientific papers

An expedient reductive method for conversion of ketoximes to the corresponding carbonyl compounds

A wide array of readily prepared pivalates of ketoximes can be converted to the corresponding ketones in good yields by treatment with iron powder in THF containing catalytic amounts of both trimethylsilyl chloride and glacial acetic acid at room temperature for 30 min, followed by a brief aqueous workup.

Daucus carota mediated-reduction of cyclic 3-oxo-amines

Carrots (Daucus carota) were used to reduce cyclic amino-ketones in high yields and enantiomeric excesses. This cheap, eco-compatible, and efficient reducing reagent allows the easy access to precursors of biologically active products.

Regioselective palladium-catalyzed formate reduction of N-heterocyclic allylic acetates

The regioselective palladium-catalyzed formate reduction of allylic acetates in five- to eight-membered heterocycles is reported. Reduction of allylic acetates under mild conditions using allylpalladium chloride dimer, phosphines, and formic acid/triethyl

Concise synthesis of 3-arylpiperidines

We present an easy and straightforward synthesis of 3-arylpiperidines by Grignard addition of piperidin-3-one with different arylmagnesium bromide reagents and acidic dehydroxylation of the resulting tertiary alcohol with the combination of triethylsilane and boron trifluoride etherate. This facile strategy was further used to synthesize preclamol. A highly regioselective dehydration of 3-arylpiperidin-3-ol with boron trifluoride etherate was investigated for preparing 3-aryl-1,4,5,6-tetrahydropyridine skeleton. A novel selenium dioxide mediated dihydroperoxidation of 3-aryl-1,4,5,6-tetrahydropyridine was also examined.

New synthesis of SKF 89976A

Substituted 4,4-diaryl-3-butenyl-1-amines are synthesized in nearly 34-47% overall yields starting from 3-hydroxypiperidine by the regioselective Baeyer-Villiger lactonization, Grignard addition and elimination sequence. This facile strategy was also used

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.