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Synthesis of the muscle relaxant [ 14 C]L‐637,510
Author(s) -
O'Connor Stephen P.,
Ellsworth Robert L.,
Gatto Gregory,
Sharp Merck
Publication year - 1991
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.2580290709
Subject(s) - chemistry , yield (engineering) , muscle relaxant , stereochemistry , bicyclic molecule , chemical synthesis , sodium cyanide , sodium , cyanide , medicinal chemistry , in vitro , biochemistry , organic chemistry , pharmacology , medicine , materials science , metallurgy
The synthesis of ( E )‐3‐(9‐chloro‐5,6‐dihydro‐1 1 H ‐pyrrolo(2,1‐ b )(3)‐benzazepin‐11‐ylidene)‐N, N‐dimethyl‐1‐[3‐ 14 C]‐propanamine ( Z )‐2‐butenedioate(1:1) ( 11 , [ 14 C]L‐637,510), a potential muscle relaxant product for which 14 C‐labeling was required for metabolism studies, is described. Introduction of the label in the 3‐position of the propanamine side chain was accomplished in eight steps from sodium [ 14 C]cyanide with an overall radiochemical yield of 4.8%.