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Usage

Uses

Used in Organic Synthesis:
(R)-tert-Butyl 2-(2-Methoxy-2-oxoethyl)piperidine-1-carboxylate is used as an intermediate in the synthesis of various organic compounds due to its unique structural features and reactivity. Its ability to form new bonds and participate in different chemical reactions makes it a valuable component in creating a wide range of products.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (R)-tert-Butyl 2-(2-Methoxy-2-oxoethyl)piperidine-1-carboxylate is used as a key building block for the development of new drugs. Its chiral nature and specific functional groups can be exploited to create molecules with targeted biological activities, potentially leading to the discovery of novel therapeutic agents.
Used in Chemical Research:
(R)-tert-Butyl 2-(2-Methoxy-2-oxoethyl)piperidine-1-carboxylate is also utilized in chemical research as a model compound to study various aspects of chemical reactivity, stereochemistry, and the development of new synthetic methods. Understanding its properties and behavior can contribute to the advancement of chemical science and technology.

Upstream product

• 186581-53-3 diazomethane 
• 351410-32-7 (R)-2-(1-(tert-butoxycarbonyl)piperidin-2-yl) acetic acid 
• 74-88-4 methyl iodide 
• 183859-36-1 methyl (+/-)-N-(tert-butyloxycarbonyl)piperidin-2-ylacetate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 109-21-7 butyl butyrate 
• 75-31-0 isopropylamine 
• 109-73-9 N-butylamine 
• 1202038-94-5 methyl (2′S,αR)-2-[N(1′)-(α-methylbenzyl)-1′,2′,5′,6′-tetrahydropyridin-2′-yl]ethanoate 
• 639458-46-1 (R)-2-(2-oxo-ethyl)-piperidine-1-carboxylic acid tert-butyl ester 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 1000806-51-8 (E)-(7-tert-butoxycarbonylamino)-2-heptenal 
• 28697-17-8 N-BOC-D-pipecolic acid 
• 250249-85-5 (R)-2-(2-hydroxy-ethyl)-piperidine-1-carboxylic acid tert-butyl ester 

Downstream Products

• 1277168-71-4 C₉H₁₈N₂ 
• 486-70-4 lupinine 
• 26892-59-1 epilupininic acid 
• 199940-76-6 7-chloro-3-(3,5-dimethyl-phenyl)-6-nitro-4-(2-piperidin-2-yl-ethoxy)-1H-quinolin-2-one 
• 250249-85-5 (R)-2-(2-hydroxy-ethyl)-piperidine-1-carboxylic acid tert-butyl ester 

Relevant academic research and scientific papers

Organocatalytic enantioselective synthesis of quinolizidine alkaloids (+)-myrtine, (-)-lupinine, and (+)-epiepiquinamide

The organocatalytic synthesis of quinolizidine alkaloids (+)-myrtine, (-)-lupinine, and (+)-epiepiquinamide is described. It involved, as the key step, an enantioselective intramolecular aza-Michael reaction (IMAMR) catalyzed by J?rgensen catalyst I, affording the common precursor with high enantioselectivity. This compound was subsequently transformed into the three alkaloids in a highly diastereoselective manner.

Asymmetric synthesis of Sedum alkaloids via lithium amide conjugate addition

Conjugate addition of lithium (R)-N-allyl-N-(α-methylbenzyl)amide or lithium (R)-N-but-3-enyl-N-(α-methylbenzyl)amide to an alkyl hexa-2,4-dienoate or alkyl hepta-2,6-dienoate, followed by ring-closing metathesis of the olefin functionalities within the resultant β-amino ester, generates a range of diastereoisomerically pure azacycles in good yield. These homochiral templates are readily transformed to a range of piperidine alkaloids of the Sedum family, and the corresponding five-, seven- and eight-membered ring homologues.

Chemoenzymatic approach to enantiopure piperidine-based β-amino esters in organic solvents

This research concentrates on the enantioselectivities of lipase-catalysed reactions with methyl esters of 2-piperidylacetic acid and 3-piperidinecarboxylic acid derivatives. N-Acetylated 2-piperidylacetic acid methyl ester displayed good enantioselectivi

Stereocontrolled reduction of chiral pyrrolidine and piperidine β-enamino esters: Formal enantioselective synthesis of (+)-calvine

The results of a study dealing with the chemio- and diastereoselective reduction of chiral pyrrolidine and piperidine β-enamino esters 1, 2 and 3, 4 into β-amino esters are reported. This approach was successfully applied to a formal synthesis of (+)-calvine.

Enzymatic resolution of cyclic N-Boc protected β-aminoacids

Methyl and ethyl esters of N-Boc homoproline, homopipecolic acid and 3-carboxymethyl-morpholine were kinetically resolved by hydrolysis catalysed by Burkholderia cepacia lipase to give the corresponding acids and residual esters in enantiomeric excesses better than 99% (E > 100).

Total synthesis of (-)-stellettamide B and determination of its absolute stereochemistry.

[figure: see text] The first total synthesis of (-)-stellettamide B has been achieved by a sequence based on amide coupling of the chiral 1-(aminomethyl)-indolizidine fragment, prepared by TiCl4-mediated asymmetric allylation of the tricyclic N-acyl-N,O-a

Investigation of the 4-O-alkylamine substituent of non-peptide quinolone GnRH receptor antagonists

Synthesis and in vitro activity of the enantiomers of quinolone GnRH antagonist (±)-1 are reported. Chiral amino alcohols were prepared from the appropriate cyclic D- or L-amino acids by the Arndt-Eistert homologation followed by reduction of the resulting esters. Incorporation of these pharmacophores was achieved via a novel Mitsunobu alkylation of 4-hydroxyquinolones. The key amine pharmacophore for binding to the rat GnRH receptor was most active in the S-configuration. Ring size was not important for potency with 4, 5, 6, and 7-membered ring amines exhibiting similar potency.