| 摘要 |
<p>PURPOSE:To provide a method to efficiently obtain the subject compound useful for medicines, agricultural chemicals, etc., in a high yield by reacting a compound obtained by adding an iodine group and an acyloxy group to a double bond of anhydrodideoxythreohexoenopyranose under specific conditions. CONSTITUTION:In a compound of formula II (R is an acyl) obtained by adding an iodine group at alpha configuration to 4-position of the double bond of 1,6- anhydro-3,4-dideoxy-beta-D-threo-hexo-3-enopyranose of formula I and adding an acyloxy ion at beta configuration to 3-position of the double bond of the compound of formula I to carry out trans-addition, the acyloxy group is hydrolyzed in the presence of a base to afford a compound of formula III having an oxirane ring at beta configuration. The ring of this compound is reductively opened and the hydroxyl group is protected to give a compound of formula IV (R<1> is a protecting group of hydroxy group). The 1,6-anhydro bond and the protecting group of the hydroxy group of the compound of formula IV are hydrolyzed with an acid to provide the compound of formula V.</p> |
