大二环型侧向穴醚的合成

本文报道一个大二环型侧向穴醚的合成方法借2,6-二(溴甲基)吡啶与β-(N-对甲苯磺酰基)丙氨酸酯缩合,产物经水解成酸后转换为酰氯(8),8借高度稀释法与1,7-二氮杂-4,10-二硫杂环十二烷(5)缩合成环,然后还原羰基.脱对甲苯磺酰基后得大二环型侧向穴醚1,5,13,17,28-五氮杂-20,25-二硫杂-三环15,5,5,1~(7,11)]-廿八-7,9,11(28)三烯(2).

Synthesis of lateral macrobicyclic cryptand

This paper deals with the synthesis of a new lateral macrobicyclic cryptand 2. Condensation of 2,6-di(bromomethyl)- pyridine with 3-(N-tosylamino)-methyl propionate in the presence of anhydrous K2CO3 at room temperature gave compound 6 which was hydrolyzed to 7. The latter reacted with excessive sulfonyl chloride to afford 2,6-di(4'-chloroformyl-2'-tosyl-2'-azabutyl)-pyridine 8. Pentaaza-1, 5, 13, 17, 28-dithia-20, 25-tricyclo (15, 5, 5, 1-7,11)- octacosa-7, 9, 11 (28)-triene 2 has been synthesized by the following sequence of reations. Condensation of compound 8 with 1, 7-diaza-4, 10 dithia-dodecane 5, using high dilution technique in toluene-THF at room temperature afforded 9, which was reduced by diborane in THF solution to give compound 10. Treatment of 10 with sodium anthracene in monoglyme produced compound 2.