194149-76-3

Basic information

• Product Name: (3R,8S,8aR)-8-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine
• Synonyms: (3R,8S,8aR)-8-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine
• CAS NO: 194149-76-3
• Molecular Weight: 245.321
• Mol File: 194149-76-3.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (3R,8S,8aR)-8-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: (3R,8S,8aR)-8-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine(194149-76-3)
• EPA Substance Registry System: (3R,8S,8aR)-8-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine(194149-76-3)

Safety Data

• Hazardous Substances Data: 194149-76-3(Hazardous Substances Data)

Upstream product

• 104665-17-0 ethyl 4-ethyl-5-oxopentanoate 
• 56613-80-0 D-2-phenylglycinol 
• 66757-48-0 methyl 4-formylhexanoate 

Downstream Products

• 331473-25-7 (3R,8S,8aR)-8-Ethyl-5-oxo-3-phenyl-6-phenylselanyl-hexahydro-oxazolo[3,2-a]pyridine-6-carboxylic acid methyl ester 
• 601489-03-6 tert-butyl (3R,6R,8S,8aR)-8-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine-6-acetate 
• 194149-78-5 (2'R,3S)-(-)-2-(3-ethylpiperidin-1-yl)-2'-phenylethanol 
• 1572246-42-4 (S)-4-ethyl-5-[(2-nitrobenzenesulfonyl)amino]-1-pentanol 
• 1572246-16-2 (S)-4-ethyl-5-{[(1R)-2-hydroxy-1-phenylethyl]amino}-1-pentanol 
• 1190082-06-4 C₂₆H₃₁NO₄Se 
• 331473-26-8 8-ethyl-5-oxo-3-phenyl-2,3,8,8a-tetrahydro-5H-oxazolo[3,2-a]pyridine-6-carboxylic acid benzyl ester 

Relevant articles and documents

A concise procedure for the preparation of enantiopure 3-alkylpiperidines

Reaction of (R)-phenylglycinol with racemic methyl 4-formylhexanoate takes place with a remarkable stereoselectivity to give two diastereomeric 6-ethyloxazolopiperidones (9:1 ratio) in 76% overall yield. After LiAlH4 reduction and catalytic hyd

Dynamic kinetic resolution and desymmetrization processes: A straightforward methodology for the enantioselective synthesis of piperidines

A straightforward procedure for the synthesis of enantiopure polysubstituted piperidines is reported. It involves the direct generation of chiral non-racemic oxazolo[3,2-a]piperidone lactams that already incorporate carbon substituents on the heterocyclic ring and the subsequent removal of the chiral auxiliary. The key step is a cyclocondensation reaction of (R)-phenylglycinol or other amino alcohols with racemic or prochiral δ-oxo (di)acid derivatives in highly stereoselective processes involving dynamic kinetic resolution and/or desymmetrization of diastereotopic or enantiotopic ester groups.