Synthesis of (R, S)-10-methyloctadecanoic acid (tuberculostearic acid) and key chiral 2-methyl branched intermediates

…, DE Minnikin, K McCrudden, A Pizzarello

Index: Wallace, Paul A.; Minnikin, David E.; McCrudden, Katharine; Pizzarello, Andrea Chemistry and Physics of Lipids, 1994 , vol. 71, # 2 p. 145 - 162

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Citation Number: 11

Abstract

Abstract Tuberculostearic acid,(R)-10-methyloctadecanoic acid, is a characteristic component of pathogenic mycobacteria and related organisms. Sensitive detection of this acid in infected material allows rapid detection of mycobacterial disease. A novel, convergent synthesis of tuberculostearic acid and key chiral intermediates is described in this communication, to provide a reference compound. Racemic and (R)-and (S)-1-iodo-2- ...

~78%

~78%

~79%

~92%

~33%

~94%

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