1036403-99-2

Upstream product

• 143264-57-7 (R)-1-(benzyloxycarbonyl)-2-(2-oxoethyl)piperidine 
• 501-53-1 benzyl chloroformate 
• 542-05-2 acetonedicarboxylic acid 
• 1369774-33-3 (1R,5R)-9-benzyloxycarbonylamino-2-oxo-1-oxabicyclo[3.3.1]nonane 
• 1369774-32-2 7-benzyloxycarbonylazabicyclo-[3.2.1]octan-6-one 
• 1369774-31-1 (1R,5S,6S)-N-benzyloxycarbonyl-6-tropanol 
• 1369774-30-0 (1R,5S,6R)-6-tropanol 
• 1369774-34-4 (1R,5S,6R)-6-tropanol (R,R)-tartrate 
• 1369774-29-7 6-tropanol 
• 19832-04-3 (R)-2-(piperidin-2'-yl)ethanoic acid 
• 260057-57-6 (3(2(2R)),4S,5R)-3-[2-((N-benzyloxycarbonyl)piperidin-2-yl)-1-oxoethyl]-4-methyl-5-phenyl-2-oxazolidinone 
• 137428-09-2 2-[(N-benzyloxycarbonyl)piperidin-2-yl]ethanoic acid 

Downstream Products

• 1257863-91-4 benzyl (2R)-2-(2-(methoxy(methyl)amino)-2-oxoethyl)piperidine-1-carboxylate 
• 184535-06-6 (+)-(2R)-(2-oxopropyl)piperidine-1-carbamic acid benzyl ester 
• 2858-66-4 (-)-pelletierine 
• 19832-04-3 (R)-2-(piperidin-2'-yl)ethanoic acid 

Relevant academic research and scientific papers

Synthesis of dendrobatid alkaloid (+)-167B and (+)-209D and the investigation of diastereoselectivity using DFT calculations

The synthesis of dendrobatid alkaloid (+)-167B and (+)-209D has been developed on the basis of the effective preparation of chiral tropinone 7-azabicyclo[3.2.1]octan-6-ol. DFT calculations have been applied to explain the observed diastereoselectivity.

Syntheses of (-)-pelletierine and (-)-homopipecolic acid

Enantiomeric syntheses of (-)-homopipecolic acid and (-)-pelletierine have been achieved by chiral resolution of tropanol followed by Baeyer-Villiger oxidation. The methodology provides a practical route for the synthesis of optically pure piperidines. The Royal Society of Chemistry 2012.

Hydroformylation of alkenylamines. Concise approaches toward piperidines, quinolizidines, and related alkaloids

Linear hydroformylation of N-protected allyl- or homoallylamines (cyclohydrocarbonylation: CHC), followed by a reductive amination constitute the two key steps toward convenient routes to aza-heterocycles.

Improved protocol for asymmetric, intramolecular heteroatom Michael addition using organocatalysis: Enantioselective syntheses of homoproline, pelletierine, and homopipecolic acid

(Chemical Equation Presented) An improved protocol for the construction of enantioenriched pyrrolidine, indoline, and piperidine rings using an organocatalyzed, intramolecular heteroatom Michael addition is described. Application to the enantioselective synthesis of homoproline, homopipecolic acid, and pelletierine has been accomplished.

Synthesis of optically active 2-piperidylglycine

Both chiral threo- and erythro-2-piperidylglycines were synthesized from racemic 2-[(N-benzyloxycarbonyl)piperidin-2-yl]ethanoic acid. (4S,5S)-4- Methyl-5-phenyl-2-oxa-zolidinone was used as a chiral auxiliary in the resolution and azidation.