Manufacturing method and optical active intermediate field chemical compound null of optical active chemical compound for bioactive substance synthesis

摘要

PURPOSE:To readily and efficiently obtain the subject compound by lactonizing a specific optically active compound, reacting hydrogen with the resultant compound in the presence of a catalyst, then carrying out dehydrating reaction, further reacting the dehydration product with hydrogen and treating the prepared product under specified conditions. CONSTITUTION:Optically active 2,2-dimethyl-6-(3-chloro-2-hydroxypropyl)1,3-dioxin-4-on expressed by formula I is treated under basic conditions (e.g. sodium carbonate) to carry out removal of acetonide and lactonization. Thereby, a compound expressed by formula II is prepared and subsequently reacted using a catalyst such as palladium in an atmosphere of hydrogen to provide a compound expressed by formula III, which is then subjected to dehydrating reaction under acidic conditions to afford a compound expressed by formula IV. The resultant compound expressed by formula IV is subsequently reacted with a palladium catalyst in the atmosphere of hydrogen to provide a compound expressed by formula V, which is then treated in an alcoholic solvent (e.g. methanol or ethanol) under basic conditions to afford the objective compound expressed by formula VI (R is methyl or ethyl).