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Synthesis of the enantiomers of [3-3H]-2-[[4-[(7-chloro-4-quinolinyl)-amino]pentyl]ethylamino]ethanol, [3-3H]-hydroxychloroquine

✍ Scribed by George J. Ellames; John M. Herbert; James E. Peace; David I. Smith; Karen J. Wedge

Book ID: 102371159
Publisher: John Wiley and Sons
Year: 1995
Tongue: French
Weight: 241 KB
Volume: 36
Category: Article
ISSN: 0022-2135
DOI: 10.1002/jlcr.2580360113

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✦ Synopsis

Abstract

The enantiomers of [3‐^3^H]‐2‐[[4‐[(7‐chloro‐4‐quinolinyl)amino]pentyl]ethylamino]ethanol,[3‐^3^H]‐hydroxychloroquine, (R)‐8 and (S)‐8, have been prepared in two steps from the known precursors 4,7‐dichloro‐3‐iodoquinoline, 4, and the enantiomers of 2‐[(4‐aminopentyl)ethylamino]ethanol, (R)‐2 and (S)‐2, by formation of the enantiomers of 2‐[[4‐[(7‐chloro‐3‐iodo‐4‐quinolinyl)amino]pentyl]ethylamino]ethanol, (R)‐3 and (S)‐3, and subsequent reductive deiodination with tritium gas over 10% palladium on charcoal.

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