224647-18-1

Basic information

• Product Name: (2R,4S,6S)-2,6-Bis-acetoxymethyl-4-methoxymethoxy-piperidine-1-carboxylic acid benzyl ester
• CAS NO: 224647-18-1
• Molecular Weight: 423.463
• Mol File: 224647-18-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2R,4S,6S)-2,6-Bis-acetoxymethyl-4-methoxymethoxy-piperidine-1-carboxylic acid benzyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,4S,6S)-2,6-Bis-acetoxymethyl-4-methoxymethoxy-piperidine-1-carboxylic acid benzyl ester(224647-18-1)
• EPA Substance Registry System: (2R,4S,6S)-2,6-Bis-acetoxymethyl-4-methoxymethoxy-piperidine-1-carboxylic acid benzyl ester(224647-18-1)

Safety Data

• Hazardous Substances Data: 224647-18-1(Hazardous Substances Data)

Upstream product

• 177341-35-4 (2R,4S,6S)-4-Methoxymethoxy-piperidine-1,2,6-tricarboxylic acid benzyl ester dimethyl ester 
• 177341-34-3 (2S,4S,6R)-4-Hydroxy-piperidine-1,2,6-tricarboxylic acid benzyl ester dimethyl ester 
• 26784-23-6 cis,cis-2,6-bis(methoxycarbonyl)-4-hydroxypiperidine 
• 138-60-3 chelidamic acid 

Downstream Products

• 177473-32-4 ((2R,6R)-1-Benzyl-6-methyl-piperidin-2-yl)-methanol 
• 177473-33-5 (2R,6R)-1-Benzyl-6-methyl-piperidine-2-carbaldehyde 
• 177341-48-9 ((2R,4S,6R)-1-Benzyl-4-methoxymethoxy-6-methyl-piperidin-2-yl)-methanol 
• 177341-49-0 (2R,4S,6R)-1-Benzyl-4-methoxymethoxy-6-methyl-piperidine-2-carbaldehyde 
• 177341-40-1 (-)-N-(benzyloxycarnonyl)-cis,cis-2(R)-(acetoxymethyl)-4(S)-(methoxymethoxy)-6(S)-<(methoxymethoxy)methyl>piperidine 
• 177341-44-5 (2R,4R,6S)-2-Acetoxymethyl-6-methanesulfonyloxymethyl-4-methoxymethoxy-piperidine-1-carboxylic acid benzyl ester 
• 177341-65-0 (2R,4S,6S)-2-Acetoxymethyl-6-hydroxymethyl-4-methoxymethoxy-piperidine-1-carboxylic acid benzyl 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.