Stereochemistry of diastereoisomeric propionyl esters of 4‐(2‐furyl)‐3‐methyl‐1‐phenethyl‐piperidin‐4‐ols and the analgesic ether derived from their acid‐catalysed ethanolysis | Zendy

Casy A. F. | Zendy; Dewar G. H. | Zendy; Pascoe R. A. | Zendy

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Stereochemistry of diastereoisomeric propionyl esters of 4‐(2‐furyl)‐3‐methyl‐1‐phenethyl‐piperidin‐4‐ols and the analgesic ether derived from their acid‐catalysed ethanolysis

Author(s) -

Casy A. F.,

Dewar G. H.,

Pascoe R. A.

Publication year - 1983

Publication title -

organic magnetic resonance

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.483

H-Index - 72

eISSN - 1097-458X

pISSN - 0030-4921

DOI - 10.1002/omr.1270210212

Subject(s) - chemistry , analgesic , derivative (finance) , ether , alkoxy group , stereochemistry , organic chemistry , medicinal chemistry , alkyl , pharmacology , medicine , financial economics , economics

The stereochemistry of diastereoisomeric propionyl esters of 4‐(2‐furyl)‐3‐methyl‐1‐phenethylpiperidin‐4‐ols has been established by 13 C NMR analysis. Both isomers, after acid‐catalysed ethanolysis, are converted to the corresponding 4‐ethoxy derivative of configuration ( t ‐3‐Me, r ‐4‐OEt) that correlates with its analgesic properties.

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