Lithium hydroxide, monohydrate → 8-(5-Methyl-2-phenyl-oxazol-4-yl)-2-thiophen-2-yl-oct-4-ynoic acid

Participants

Reaction Steps

The ester 1-12 was then hydrolyzed in a manner similar to the preparation of 1-11 with LiOH.H2O to provide 90 mg of acid 1-13 (47% yield). NMR CDCl3 (δ): 7.97 (2H, m); 7.43 (3H, m); 7.21 (1H, d, J=5.1 Hz); 7.06 (1H, d, J=3.1 Hz); 6.96 (1H, m); 4.21 (1H, dd, J=5.3, 10.7 Hz); 2.89 (2H, m); 2.62 (2H, m); 2.34 (3H, s); 2.23 (2H, m); 1.82 (2H, m). M+1=363.2. Biological Data: EC50=303 nM in AD3T3-L1 reporter assay. Maximal response of 97% rosiglitazone.

Provenance & Evidence