144433-68-1

Usage

Chemical class

Piperidine derivatives

Common use

Pharmaceutical intermediate in the synthesis of various drugs

Configuration

cis(refers to the orientation of the substituents on the piperidine ring)

Biological activity

The cisconfiguration can affect the compound's biological activity

Pharmacokinetics

The cisconfiguration can also impact the compound's pharmacokinetics

Potential applications

Organic chemistry and medicinal chemistry due to its unique structure and properties

Further research

Additional research and testing are required to fully understand its potential uses and effects
Please note that this list is based on the provided material and may not be exhaustive. Further research may reveal additional properties and applications for 1,2,6-Piperidinetricarboxylic acid, 2,6-dimethyl 1-(phenylmethyl) ester, cis-.

Upstream product

• 67-56-1 methanol 
• 59234-43-4 meso-1-((benzyloxy)carbonyl)piperidine-2,6-dicarboxylic acid 
• 138-60-3 chelidamic acid 
• 499-83-2 Pyridine-2,6-dicarboxylic acid 
• 59234-46-7 dimethyl (2R,6S)-piperidine-2,6-dicarboxylate 
• 501-53-1 benzyl chloroformate 

Downstream Products

• 1451077-57-8 C₃₅H₃₁N₃O₂ 
• 177341-38-7 (2R,6S)-2-Acetoxymethyl-6-methanesulfonyloxymethyl-piperidine-1-carboxylic acid benzyl ester 
• 177473-33-5 (2R,6R)-1-Benzyl-6-methyl-piperidine-2-carbaldehyde 
• 177473-32-4 ((2R,6R)-1-Benzyl-6-methyl-piperidin-2-yl)-methanol 
• 144433-71-6 N-benzyloxycarbonyl-cis-2,6-(acetoxymethyl)piperidine 
• 144433-72-7 N-benzyloxycarbonyl-cis-2(R)-(acetoxymethyl)-6(S)-(hydroxymethyl)piperidine 
• 144433-70-5 N-carbobenzoxy-cis-2,6-bis(hydroxymethyl)piperidine 

Relevant academic research and scientific papers

Synthesis of symmetrical 1,5-disubstituted granatanines

A general entry into symmetrical 1,5-disubstituted granatanines that involves an alkylative ring-closure on a 2,6-bis enolate piperidine intermediate is described.

Efficient synthesis of cis-2,6-di-(2-quinolylpiperidine)

An efficient synthesis of cis-2,6-di-(2-quinolylpiperidine) has been developed. The key steps involve Wittig reaction of N-Cbz-protected cis-piperidine-2,6-dicarboxaldehyde (3) with 2-(triphenylphosphinyl-methyl) quinoline bromide (4) and sequential removal of the N-Cbz group and double bond reduction. This synthetic procedure provides an efficient preparation for this useful norlobelane analogue.

Enzymatic route to chiral, nonracemic cis-2,6- and cis,cis-2,4,6-substituted piperidines. Synthesis of (+)-dihydropinidine and dendrobate alkaloid (+)-241D

Piperidine-based compounds are an important class of natural alkaloids found in plants, insects, and amphibians. A general asymmetric synthesis of 2-alkyl-6-methylpiperidines is presented via the enzymatic desymmetrization of meso cis-2,6- and cis,cis-2,4,6-substituted piperidines with Aspergillus niger lipase (ANL). The enzymatic reaction proceeds in excellent chemical yield and high enantiotopic selectivity (ee ≥ 98%). The general method is used to effect the synthesis of (±)-dihydropinidine-HCl as well as the first asymmetric synthesis of dendrobate alkaloid (+)-241D.

Enzyme-Catalysed Hydrolysis of N-Benzyloxycarbonyl-cis-2,6-(acetoxymethyl)piperidine. A Facile Route to Optically Active Piperidines

We report the first enzymatic asymmetrization of a piperidine system.Hydrolysis of N-benzyloxycarbonyl-cis-2,6-(acetoxymethyl)piperidine in the presence of Aspergillus niger lipase gave the corresponding 2R, 6S mono-acetate in good chemical yield and very