191470-39-0

Basic information

• Product Name: (-)-(3R,5R,8aS)-(5,8a)-dimethyl-3-phenyl-hexahydrooxazolo[3,2-a]pyridine
• Synonyms: (-)-(3R,5R,8aS)-(5,8a)-dimethyl-3-phenyl-hexahydrooxazolo[3,2-a]pyridine
• CAS NO: 191470-39-0
• Molecular Weight: 231.338
• Mol File: 191470-39-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (-)-(3R,5R,8aS)-(5,8a)-dimethyl-3-phenyl-hexahydrooxazolo[3,2-a]pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-(3R,5R,8aS)-(5,8a)-dimethyl-3-phenyl-hexahydrooxazolo[3,2-a]pyridine(191470-39-0)
• EPA Substance Registry System: (-)-(3R,5R,8aS)-(5,8a)-dimethyl-3-phenyl-hexahydrooxazolo[3,2-a]pyridine(191470-39-0)

Safety Data

• Hazardous Substances Data: 191470-39-0(Hazardous Substances Data)

Upstream product

• 676-58-4 methylmagnesium chloride 
• 177981-20-3 (6R)-1-[(1R)-2-hydroxy-1-phenylethyl]-6-methyl-2-piperidone 
• 191470-38-9 (3R,8aS)-8a-methyl-3-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-one 
• 3128-06-1 5-ketohexanoic acid 
• 56613-80-0 D-2-phenylglycinol 

Downstream Products

• 191470-40-3 (-)-(2'R)-((2R,6R)-2,6-dimethylpiperidin-1-yl)-2'-phenylethanol 

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.