177473-32-4

Basic information

• Product Name: ((2R,6R)-1-Benzyl-6-methyl-piperidin-2-yl)-methanol
• Synonyms: ((2R,6R)-1-Benzyl-6-methyl-piperidin-2-yl)-methanol
• CAS NO: 177473-32-4
• Molecular Weight: 219.327
• Mol File: 177473-32-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: ((2R,6R)-1-Benzyl-6-methyl-piperidin-2-yl)-methanol(CAS DataBase Reference)
• NIST Chemistry Reference: ((2R,6R)-1-Benzyl-6-methyl-piperidin-2-yl)-methanol(177473-32-4)
• EPA Substance Registry System: ((2R,6R)-1-Benzyl-6-methyl-piperidin-2-yl)-methanol(177473-32-4)

Safety Data

• Hazardous Substances Data: 177473-32-4(Hazardous Substances Data)

Upstream product

• 177341-40-1 (-)-N-(benzyloxycarnonyl)-cis,cis-2(R)-(acetoxymethyl)-4(S)-(methoxymethoxy)-6(S)-<(methoxymethoxy)methyl>piperidine 
• 224647-18-1 (2R,4S,6S)-2,6-Bis-acetoxymethyl-4-methoxymethoxy-piperidine-1-carboxylic acid benzyl ester 
• 177341-35-4 (2R,4S,6S)-4-Methoxymethoxy-piperidine-1,2,6-tricarboxylic acid benzyl ester dimethyl ester 
• 177341-65-0 (2R,4S,6S)-2-Acetoxymethyl-6-hydroxymethyl-4-methoxymethoxy-piperidine-1-carboxylic acid benzyl ester 
• 177341-38-7 (2R,6S)-2-Acetoxymethyl-6-methanesulfonyloxymethyl-piperidine-1-carboxylic acid benzyl ester 
• 177341-34-3 (2S,4S,6R)-4-Hydroxy-piperidine-1,2,6-tricarboxylic acid benzyl ester dimethyl ester 
• 177341-55-8 (2R,4S,6S)-2,6-Bis-acetoxymethyl-4-methoxymethoxy-piperidine-1-carboxylic acid ethyl ester 
• 177341-43-4 Methanesulfonic acid (5S,7R,8aR)-7-methanesulfonyloxy-3-oxo-hexahydro-oxazolo[3,4-a]pyridin-5-ylmethyl ester 
• 177341-58-1 (2R,4S,6S)-2-Acetoxymethyl-4-methoxymethoxy-6-methoxymethoxymethyl-piperidine-1-carboxylic acid ethyl ester 
• 177341-36-5 (2R,4S,6S)-2,6-Bis-hydroxymethyl-4-methoxymethoxy-piperidine-1-carboxylic acid benzyl ester 
• 177341-60-5 (2R,6S)-2-Acetoxymethyl-6-methanesulfonyloxymethyl-piperidine-1-carboxylic acid ethyl ester 
• 177341-66-1 (2R,4S,6S)-2-Acetoxymethyl-6-hydroxymethyl-4-methoxymethoxy-piperidine-1-carboxylic acid ethyl ester 
• 177341-54-7 (2R,6S)-2,6-Bis-acetoxymethyl-piperidine-1-carboxylic acid ethyl ester 
• 177341-56-9 (2R,4S,6S)-4-Hydroxy-piperidine-1,2,6-tricarboxylic acid ethyl ester dimethyl ester 

Downstream Products

• 177473-33-5 (2R,6R)-1-Benzyl-6-methyl-piperidine-2-carbaldehyde 

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.