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Synthesis of 13 C 3 ‐hydroxyacetone
Author(s) -
Dicus Christopher W.,
Burnham Kevin J.,
Judith Charles M.,
Nantz Michael H.
Publication year - 2003
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.719
Subject(s) - chemistry , alkoxide , bromide , lithium (medication) , organic chemistry , carboxylic acid , sodium bromide , sodium , medicinal chemistry , medicine , endocrinology , catalysis
13 C 3 ‐Hydroxyacetone is prepared in three steps from 13 C 2 ‐2‐bromoacetic acid. Bromide displacement by sodium p ‐methoxybenzyl alkoxide followed by treatment of the carboxylic acid with 13 C‐methyl lithium furnishes PMB‐protected hydroxyacetone. Deprotection using DDQ delivers the title compound. Copyright © 2003 John Wiley & Sons, Ltd.