5288-67-5Relevant articles and documents
Synthesis of (±)-15-thia-15-deoxy-PGE1 methyl ester
Holland,Ratemi,Contreras
, p. 1 - 5 (2007/10/02)
The 15-thia-15-deoxy analogue of prostaglandin E1 methyl ester has been prepared by the zirconocene chloride mediated conjugate addition of an n-pentyl ethynyl sulfide derived anion to an appropriately substituted cyclopentenone. Similar methodology has also been used to prepare other 3-(3'-thia-1'-octenyl)-cyclopentanones.
SYNTHEISI OF 2-(ω'-CARBOXYALKYL)CYCLOALKANONES
Starostin, E. K.,Aleksandrov, A. V.,Nikishin, G. I.
, p. 2064 - 2066 (2007/10/02)
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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.