摘要 |
<p>PURPOSE:To obtain the titled compound which is a synthetic raw material of a carbapenem compound useful as a medicine, easily, by converting a 4-allyl-2- azetidinone derivative to aldehyde compound, and subjecting the aldehyde to Wittig-Horner reaction. CONSTITUTION:The 4-allyl-2-azetidinone derivative of formulaIis treated e.g. with a system containing osmium tetroxide and sodium periodate in hydrated tetrahydrofuran to oxidize the 4-position allyl group and obtain the corresponding aldehyde compound of formula II, which is then made to react with the Wittig-Horner reagent to obtain the objective 2-azetidinone derivative of formula III. The starting material of formulaIcan be prepared by eliminating the amino-protecting group of the compound of formula IV to obtain the corresponding beta=amino acid, cyclizing the acid, and reacting the resultant compound of formula V with t-butyldimethylsilyl chloride.</p> |