152555-02-7

Basic information

• Product Name: (3R,8aR)-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine
• Synonyms: (3R,8aR)-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine
• CAS NO: 152555-02-7
• Molecular Weight: 217.268
• Mol File: 152555-02-7.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: (3R,8aR)-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: (3R,8aR)-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine(152555-02-7)
• EPA Substance Registry System: (3R,8aR)-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine(152555-02-7)

Safety Data

• Hazardous Substances Data: 152555-02-7(Hazardous Substances Data)

Upstream product

• 3724-55-8 methyl but-3-enoate 
• 201230-82-2 carbon monoxide 
• 56613-80-0 D-2-phenylglycinol 
• 388091-45-0 2,5-dioxopyrrolidin-1-yl but-3-enoate 
• 152555-04-9 Acetic acid (R)-2-(2,6-dioxo-piperidin-1-yl)-2-phenyl-ethyl ester 
• 108-55-4 glutaric anhydride, 
• 542-28-9 3,4,5,6-tetrahydro-2H-pyran-2-one 
• 14273-92-8 methyl 5-hydroxypentanoate 
• 211919-57-2 (1'R)-(-)-1-(2'-hydroxy-1'-phenyl-ethyl)-(1H)-pyridin-2-one 
• 100-39-0 benzyl bromide 
• 277755-26-7 7,8-dihydro-3-phenyl-3R-[3α,8aα]-5H-oxazolo[3,2a]pyridine-5-carbonitrile 
• 344797-51-9 (1'R)-(-)-1-(2'-hydroxy-1'-phenyl-ethyl)-3,4-dihydro-(1H)-pyridin-2-one 
• 6026-86-4 methyl 4-formylbutanoate 
• 22668-36-6 ethyl 5-oxopentanoate 

Downstream Products

• 152615-80-0 (3R,8aS)-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo<3,2-a>pyridine 
• 602302-26-1 (3R,8aR)-6-(methoxycarbonyl)-5-oxo-3-phenyl-6-(phenylselanyl)-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine 
• 503843-13-8 (2S)-2-allyl-1-[(1R)-2-hydroxy-1-phenylethyl]piperidine 
• 179179-81-8 (3R,4S)-1-(tert-butoxycarbonyl)-4-(p-fluorophenyl)-3-[3,4-(methylenedioxy)phenoxymethyl]piperidine 
• 277743-90-5 (3R,6S,7R,8aR)-6-(benzyloxycarbonyl)-5-oxo-3,7-diphenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine 
• 277743-73-4 (3R,6R,7S,8aS)-7-(p-fluorophenyl)-6-(methoxycarbonyl)-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine 

Relevant articles and documents

Synthesis and reactivity of endocyclic α-cyanoenamines in the phenyloxazolopiperidine series

Using the capto-dative character of piperidine building block 1, the diastereomeric α-cyanoenamines 2a and 2b accompanied by dimer 5 were prepared through a SET pathway in a one-step procedure. Adjustment of the reaction conditions afforded either 2a or 2

A general approach to aza-heterocycles by means of domino sequences driven by hydroformylation

The development of hydroformylative domino reactions of easily accessible vinyl acetamides is described. Extremely regioselective hydroformylation of terminal double bounds provides a transient N-acyliminium that can be trapped by various nucleophiles to give several aza-heterocylic scaffolds in a diastereoselective manner.

Synthesis of Enantiopure trans-3,4-Disubstituted Piperidines. An Enantiodivergent Synthesis of (+)- And (-)-Paroxetine

Reaction of (R)-phenylglycinol with methyl 5-oxopentanoate gave either bicyclic lactam cis-1 (the kinetic product) or its isomer trans-1 (under equilibrating conditions) as the major products, which were converted to the corresponding (cis or trans) unsaturated lactams 4 and 5. On treatment with lithium alkyl (or aryl) cyanocuprates, these chiral building blocks undergo conjugate addition to give enantiopure trans-3,4-substituted 2-piperidone derivatives in high yield and stereoselectivity. The synthetic potential of this transformation is illustrated by the synthesis of (+)-femoxetine and the two enantiomers of the known antidepressant paroxetine.