156873-51-7

Basic information

• Product Name: 2-Piperidinone, 1-[(1R)-2-hydroxy-1-phenylethyl]-6-methyl-, (6S)-
• CAS NO: 156873-51-7
• Molecular Formula: C14H19NO2
• Molecular Weight: 233.31
• Mol File: 156873-51-7.mol

Chemical Properties

• CAS DataBase Reference: 2-Piperidinone, 1-[(1R)-2-hydroxy-1-phenylethyl]-6-methyl-, (6S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Piperidinone, 1-[(1R)-2-hydroxy-1-phenylethyl]-6-methyl-, (6S)-(156873-51-7)
• EPA Substance Registry System: 2-Piperidinone, 1-[(1R)-2-hydroxy-1-phenylethyl]-6-methyl-, (6S)-(156873-51-7)

Safety Data

• Hazardous Substances Data: 156873-51-7(Hazardous Substances Data)

Upstream product

• 75-16-1 methylmagnesium bromide 
• 152615-80-0 (3R,8aS)-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo<3,2-a>pyridine 
• 191470-45-8 (3R,5S)-5-methyl-3-phenyl-2,3,5,6,7,8-hexahydro-oxazolo[3,2-a]pyridine 
• 104713-83-9 2-methyl-2-cyano-6-oxazolo[a]piperidine 
• 88056-92-2 (-)-2-cyano-6-phenyloxazolopiperidine 
• 917-54-4 methyllithium 

Downstream Products

• 162150-69-8 (3S,6S)-1-((R)-2-Hydroxy-1-phenyl-ethyl)-3,6-dimethyl-piperidin-2-one 
• 162150-74-5 (R)-2-((2S,5R)-5-Benzyl-2-methyl-piperidin-1-yl)-2-phenyl-ethanol 
• 162150-73-4 (R)-2-((2S,5S)-2,5-Dimethyl-piperidin-1-yl)-2-phenyl-ethanol 
• 191470-42-5 (-)-(2'R)-((2S,6S)-2,6-dimethylpiperidin-1-yl)-2'-phenylethanol 
• 191470-44-7 (-)-(2'R)-((2R,6S)-2,6-dimethylpiperidin-1-yl)-2'-phenylethanol 
• 162150-70-1 (3R,6S)-3-Benzyl-1-((R)-2-hydroxy-1-phenyl-ethyl)-6-methyl-piperidin-2-one 

Relevant articles and documents

Reductive and oxidative transformations of the N-(cyanomethyl)oxazolidine system to expand the chiral pool of piperidines

Two new reactions have been exploited to modify piperidine scaffolds containing the chiral, non-racemic N-(cyanomethyl)oxazolidine system. A Raney nickel mediated decyanation was studied first, followed by an oxidative process using potassium permanganate

Stereoselective α-amidoalkylation reactions of phenylglycinol-derived bicyclic lactams

The stereochemical outcome of α-amidoalkylation reactions from the chiral non-racemic bicyclic lactams trans-1 and cis-1 using indole, allyltrimethylsilane, higher order organocuprates, TMSCN, and Grignard reagents is discussed.

Enantioselective synthesis of piperidine, indolizidine, and quinolizidine alkaloids from a phenylglycinol-derived δ-lactam

Starting from a common lactam, (3R,8aS)-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine (1), or its enantiomer, the enantioselective synthesis of 2-alkylpiperidines and cis- and trans-2,6-dialkylpiperidines is reported. The potential of this approach is illustrated by the synthesis of the piperidine alkaloids (R)-coniine, (2R,6S)-dihydropinidine, (2R,6R)-lupetidine, and (2R,6R)-solenopsin A, the indolizidine alkaloids (5R,8aR)-indolizidine 167B and (3R,5S,8aS)-monomorine I, and the nonnatural base (4R,9aS)-4-methylquinolizidine.