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Usage

Uses

Used in Pharmaceutical Industry:
1-CBZ-2-(2-OXO-ETHYL)-PIPERIDINE is used as a key intermediate in the synthesis of various pharmaceuticals for its potential to contribute to the development of new drugs and medications.
Used in Organic Synthesis:
1-CBZ-2-(2-OXO-ETHYL)-PIPERIDINE is used as a versatile building block in organic synthesis for the creation of a broad spectrum of organic compounds, highlighting its importance in medicinal chemistry and the advancement of chemical research.

Upstream product

• 1191-30-6 5-bromopentanal 
• 184535-05-5 (R)-1-benzyloxycarbonyl-2-(2-propenyl)piperidine 
• 1351810-75-7 (2R,RS)-2-allyl-(N-tert-butylsulfinyl)piperidine 
• 501-53-1 benzyl chloroformate 
• 1000806-52-9 (E)-(7-benzyloxycarbonylamino)-2-heptenal 

Downstream Products

• 1036404-00-8 C₁₆H₂₃NO₃ 
• 1036403-99-2 (R)-2-[(N-benzyloxycarbonyl)piperidin-2-yl]ethanoic acid 
• 1407484-41-6 (2R,2′R,S_S)-1-(benzyloxycarbonyl)-2-[2′-tert-(butylsulfinamide)-4′-pentenyl]piperidine 
• 1407484-43-8 (2R,2′S,R_S)-1-(benzyloxycarbonyl)-2-[2′-tert-(butylsulfinamide)-4′-pentenyl]piperidine 
• 184535-05-5 (R)-1-benzyloxycarbonyl-2-(2-propenyl)piperidine 

Relevant academic research and scientific papers

Concise total synthesis and stereochemical analysis of tetraponerines T3 and T4

An efficient stereocontrolled preparation of tetraponerines T3 and T4 is detailed. The sequence takes advantage of two consecutive stereoselective aminoallylations of appropriate aldehydes with chiral tert-butanesulfinamide and in situ generated allyl indium species. The absolute configuration of the carbon stereogenic center at the aminal moiety is thermodynamically controlled. This was ascertained on the basis of an exhaustive DFT configurational study of tetraponerines, which fulfils the lack of detailed structural information for these systems. It was found that the trans-transoid-configuration of the AB rings is the most stable geometry for T3 and T4. However, the C ring prefers a cis-configuration in T3 (ttc-T3) and a trans-fusion in T4 (ttt-T4). Regarding their dynamic behavior, low activation barriers were found by DFT calculations for the inversion of the nitrogen at the indolizidine framework, allowing rapid equilibration between the major configurations (ttc and ttt) in T3 and T4.

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.

Diastereofacial Selectivity in Intermolecular Nitrone Cycloadditions to Chiral Allyl Ethers. Application to Chiral Synthesis of Coniine

The intermolecular cycloadditions of a cyclic nitrone to chiral allyl ethers take place with erythro selectivity, where the degree of selectivity achieved is dependent upon the size of the alkyl substituent attached to the allylic chiral center, and these reactions are applied to the synthesis of optically active alkaloid coniine.