99429-92-2Relevant academic research and scientific papers
Synthesis of 2-(6-Methoxycarbonylhexyl)cyclopent-2-en-1-one through Acylation Reactions of γ-Butyrolactone.
Boga, Carla,Savoia, Diego,Trombini, Claudio,Umani-Ronchi, Achille
, p. 2461 - 2472 (2007/10/02)
Methyl 9,12-dioxododecanoate is prepared by a synthetic sequence which relies on the reaction of the chloride of nonanedioic acid monomethyl ester with the lithium, bromozinc or, more conveniently, α-C,O-disilyl enol derivative of γ-butyrolactone.Selective hydrolysis, followed by spontaneous decarboxylation, with disodium hydrogen phosphate in boiling water-dioxane then gives methyl 12-hydroxy-9-oxododecanoate, which is oxidised with buffered pyridinium chlorochromate to methyl 9,12-dioxododecanoate, a known precursor of 2-(6-methoxycarbonylhexyl)cyclopent-2-en-1-one and a prostaglandin intermediate.
