Diazomethane → HCID 57857030, compound

Participants

Reaction Conditions

Reaction Steps

(Z)-7-((1R,2R,3R,5S)-2-((R,E)-3-(Benzo[b]thiophen-2-yl)-3-(tert-butyldiphenylsilyloxy)prop-1-enyl)-3,5-dihydroxycyclopentyl)hept-5-enoic acid, 9a, is dissolved in diethyl ether (0.1 M) and cooled to 0° C. under a nitrogen atmosphere. Diazomethane (freshly prepared solution in diethyl ether) is added to the solution with stirring under a light yellow color persisting. The completion of the reaction is confirmed by the absence of starting material as judged by TLC. Upon completion, the solvents are evaporated and the product is purified by flash chromatography using hexanes-ethyl acetate as eluent to afford the title intermediate 10a.

Provenance & Evidence