86179-59-1Relevant articles and documents
PRACTICAL SYNTHESIS OF 2-(6'-METHOXYCARBONYLHEXYL)CYCLOPENT-2-EN-1-ONE (PROSTAGLANDIN SYNTHON)
Lapitskaya, M. A.,Manukina, T. A.,Nozdracheva, A. T.,Sheimina, L. G.,Pivnitskii, K. K.
, p. 261 - 265 (2007/10/02)
2-(6'-Methoxycarbonylhexyl)cyclopentanone was obtained by alkylation of the 2-(ethoxycarbonyl)cyclopentanone potassium salt with diethyl 5-bromopentylmalonate followed by acid cleavage of the obtained triester and esterification.Its bromination with copper bromide and dehydrobromination with collidine lead to 2-(6'-methoxycarbonylhexyl)cyclopent-2-en-1-one (a known prostaglandin synthon) with an overall yield of 28percent.The use of molecular bromine for bromination leads to the production of the 5-bromo analog of the synthon.