220384-49-6

Upstream product

• 893429-73-7 tert-butyl (R)-2-[2-(2-nitrophenylselenyl)ethyl]piperidine-1-carboxylate 
• 250249-85-5 (R)-2-(2-hydroxy-ethyl)-piperidine-1-carboxylic acid tert-butyl ester 
• 24424-99-5 di-tert-butyl dicarbonate 
• 107970-42-3 N-(hepta-5,6-dien-1-yl)-4-methylbenzenesulfonamide 
• 928-90-5 5-hexyl-1-ol 
• 73229-30-8 hepta-5,6-diene-1-ol 
• 475995-17-6 (S)-1-(tert-butyldiphenylsilyloxy)-7-trityloxyheptan-3-ol 
• 893430-02-9 (R)-5-azido-7-(tert-butyldiphenylsilyloxy)-1-heptanol 
• 893430-01-8 (R)-3-azido-1-(tert-butyldiphenylsilyloxy)-7-trityloxyheptane 
• 893442-85-8 tert-butyl (R)-2-[2-(tert-butyldiphenylsilyloxy)ethyl]piperidine-1-carboxylate 
• 893430-09-6 (R)-2-[2-(tert-butyldiphenylsilyloxy)ethyl]piperidine 
• 893430-07-4 (R)-6-[2-(tert-butyldiphenylsilyloxy)ethyl]-2-piperidinone 
• 893430-06-3 (R)-5-azido-7-(tert-butyldiphenylsilyloxy)heptanoic acid 
• 893430-03-0 (R)-5-azido-7-(tert-butyldiphenylsilyloxy)heptanal 

Downstream Products

• 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 
• 220384-58-7 5-((E)-(R)-2-Piperidin-2-yl-vinyl)-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-pyridine 
• 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 

Relevant academic research and scientific papers

Rhodium-Catalyzed Asymmetric Intramolecular Hydroamination of Allenes

The rhodium-catalyzed asymmetric intramolecular hydroamination of sulfonyl amides with terminal allenes is reported. It provides selective access to 5- and 6-membered N-heterocycles, scaffolds found in a large range of different bioactive compounds. Moreover, gram scale reactions, as well as the application of suitable product transformations to natural products and key intermediates thereof are demonstrated.

SUBSTITUTED ADIPIC ACID AMIDES AND USES THEREOF

The present invention provides compounds of Formula (I), or a pharmaceutically acceptable salt thereof, wherein A is a five to eight membered monocyclic or a nine to twelve membered bicyclic heterocyclic ring, as further defined herein; Y is S, CH2, or CH; Z is CH or N; R7 and R9 are hydrogen or (C1-C6)alkyl; R2 is (C1 C6)alkoxy, OH, CN, (C1-C6)alkyl, halogen, or CF3; r and s are 0, 1, or 2; and R1 and R3 are as further defined herein. These compounds are agonists, partial agonists and/or modulators of the NPY4 receptor and may be used for the treatment and prophylaxis of obesity, food intake, and other diseases and conditions modulated by the NPY4 receptor.

Synthesis of an optically pure synthetic intermediate of aloperine from a yeast-reductive product

Optically pure (S)- and (R)-vinylpiperidine 2 and (S)-and (A)-(hydroxyethyl)piperidine 3, which were key intermediates for the synthesis of aloperine, were synthesized from yeast-reductive products.

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.