220384-68-9

Upstream product

• 64051-79-2 piperidin-3-ol hydrochloride 
• 98-59-9 p-toluenesulfonyl chloride 
• 81097-24-7 N-tosyl-(4-pentenyl)amine 
• 6859-99-0 3-hydroxypiperazine 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 

Downstream Products

• 1335248-27-5 (R)-1-tosylpiperidin-3-yl acetate 
• 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 
• 220384-56-5 trifluoromethanesulfonic acid 1-(p-toluenesulfonyl)-1,4,5,6-tetrahydro-pyridin-3-yl ester 
• 19748-93-7 1-propyl-3-phenyl-piperidine 
• 344257-61-0 3-(4-methoxyphenyl)-1-propylpiperidine 
• 86562-23-4 (+/-)-3-(3-methoxyphenyl)-N-n-propylpiperidine 
• 75240-91-4 1-propyl-3-(3-hydroxyphenyl)piperidine 
• 79601-21-1 3-(3-methoxyphenylpiperidine) 

Relevant academic research and scientific papers

Metal-free synthesis of sulfonamides via iodine-catalyzed oxidative coupling of sulfonyl hydrazides and amines

A novel, rapid, and environmentally-friendly protocol for the synthesis of sulfonamides using iodine as catalyst under solvent-free conditions is described. This method involves the oxidative coupling of sulfonyl hydrazides and amines in the presence of catalytic amount of iodine using TBHP as oxidant. This protocol does not require purification techniques such as column chromatography and recrystalization.

N-Heterocyclic carbene-gold(I)-catalyzed carboheterofunctionalization of alkenes with arylboronic acids

A new approach to the synthesis of pyrrolidine, tetrahydrofuran, and imidazolidin-2-one via N-heterocyclic carbene-gold(I)-catalyzed intramolecular amino- or oxyarylation reactions from a wide variety of alkene substrates such as N-allyl amides, alcohols, carboxylic acids, and ureas in the presence of Selectfluor under mild conditions has been developed.

An efficient dynamic kinetic resolution of N-heterocyclic 1,2-amino alcohols

A chemoenzymatic dynamic kinetic resolution (DKR) of N-heterocyclic amino alcohols is described. Various lipases were studied as biocatalysts for the kinetic resolution of N-heterocyclic 1,2-amino alcohols. The influence of the support of the enzymes on t

Flexible gold-catalyzed regioselective oxidative difunctionalization of unactivated alkenes

AuI/AuIII catalytic cycles can trigger three highly regioselective alkene difunctionalization processes that involve the formation of C(sp3)iO, C(sp3)iN, and C(sp3)iC(sp 2) bonds. The react

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.