191470-42-5

Basic information

• Product Name: (-)-(2'R)-((2S,6S)-2,6-dimethylpiperidin-1-yl)-2'-phenylethanol
• Synonyms: (-)-(2'R)-((2S,6S)-2,6-dimethylpiperidin-1-yl)-2'-phenylethanol
• CAS NO: 191470-42-5
• Molecular Weight: 233.354
• Mol File: 191470-42-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (-)-(2'R)-((2S,6S)-2,6-dimethylpiperidin-1-yl)-2'-phenylethanol(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-(2'R)-((2S,6S)-2,6-dimethylpiperidin-1-yl)-2'-phenylethanol(191470-42-5)
• EPA Substance Registry System: (-)-(2'R)-((2S,6S)-2,6-dimethylpiperidin-1-yl)-2'-phenylethanol(191470-42-5)

Safety Data

• Hazardous Substances Data: 191470-42-5(Hazardous Substances Data)

Upstream product

• 75-16-1 methylmagnesium bromide 
• 191470-45-8 (3R,5S)-5-methyl-3-phenyl-2,3,5,6,7,8-hexahydro-oxazolo[3,2-a]pyridine 
• 56613-80-0 D-2-phenylglycinol 
• 204845-22-7 (R)-N-2,4,6-trimethoxybenzylphenylglycinol 
• 205526-52-9 (2R,4R)-2-(3-[1,3]Dioxolan-2-yl-propyl)-4-phenyl-3-(2,4,6-trimethoxy-benzyl)-oxazolidine 
• 205526-58-5 (R)-2-[((S)-4-[1,3]Dioxolan-2-yl-1-methyl-butyl)-(2,4,6-trimethoxy-benzyl)-amino]-2-phenyl-ethanol 
• 156873-51-7 (6S)-1-[(1R)-2-hydroxy-1-phenylethyl]-6-methyl-2-piperidone 

Relevant articles and documents

Asymmetric synthesis of (+) and (-) trans-2,6-dimethylpiperidines

(+) aid (-) trans-2,6-dimethylpiperidines 9 have been prepared from diastereomeric lactams 6 and 11, both available from (R)-(-)-phenylglycinol 4. Diastereoselective C-2 alkylation afforded oxazolidines 7 and 12. Reduction of 7 with LiAlH4 or NaBH4 led to trans-2,6-8 with total retention of configuration. When 12 was reduced with NaBH4, trans derivative 13a was isolated as the major isomer. A mechanism is proposed to explain the different results.