59234-46-7

Basic information

• Product Name: 2,6-Piperidinedicarboxylic acid, dimethyl ester, (2R,6S)-rel-
• CAS NO: 59234-46-7
• Molecular Formula: C9H15NO4
• Molecular Weight: 201.222
• Mol File: 59234-46-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2,6-Piperidinedicarboxylic acid, dimethyl ester, (2R,6S)-rel-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Piperidinedicarboxylic acid, dimethyl ester, (2R,6S)-rel-(59234-46-7)
• EPA Substance Registry System: 2,6-Piperidinedicarboxylic acid, dimethyl ester, (2R,6S)-rel-(59234-46-7)

Safety Data

• Hazardous Substances Data: 59234-46-7(Hazardous Substances Data)

Usage

Stereochemistry

(2R,6S)-rel-
Commonly used in the synthesis of pharmaceuticals
Particularly used in production of drugs targeting the central nervous system
Potential applications in treatment of neurological disorders and psychiatric conditions
Utilized in research and development of new drug candidates
Ability to modulate neurotransmitter pathways in the brain

Upstream product

• 499-83-2 Pyridine-2,6-dicarboxylic acid 

Downstream Products

• 142055-40-1 dimethyl N-toluenesulfonyl-cis-2,6-piperidinedicarboxylate 
• 87109-89-5 Dimethyl cis-N-benzyl-2,6-piperidinedicarboxylate 
• 1451077-57-8 C₃₅H₃₁N₃O₂ 
• 381223-76-3 NC₅H₁₁SO₂C₇H₆(CHSO₃C₇H₇)2 
• 144433-68-1 cis-(N-benzyloxycarbonyl)-2,6-di-carboxymethyl piperidine 
• 280-99-9 3-oxa-9-aza-bicyclo[3.3.1]nonane 
• 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 
• 246031-44-7 (2R,6R)-1,2-Dibenzyl-piperidine-2,6-dicarboxylic acid dimethyl ester 

Relevant articles and documents

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.