Synthesis of lateral macrobicyclic cryptand

来源 :Acta Chimica Sinica(English Edition) | 被引量 : 0次 | 上传用户:lnld123
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This paper deals with the synthesis of a new lateral macrobicyclic cryptand 10.Condensa-tion of 2,6-di(bromomethyl)pyridine with 3-(n-tosylamino)methyl propionate in the presence ofanhydrous K_2CO_3 at room temperature gave 5 which was hydrolyzed to 6.Reaction of the latter withexcess sulfonyl chloride afforded 2,6-di(4’-chloroformyl-2’-tosyl-2’-azabutyl)pyridine(7).Pentaaza-1,5,13,17,28-dithia-20,25-tricyclo[15,5,5,1~(7,11)]-octacosa-7,9,11(28)-triene(10)has been synthesized bythe following sequence of reactions:Condensation of 7 with 1,7-diaza-4,10-dithia-dodecane(3)by highdilution technique in toluene-THF at room femperature afforded 8 which was reduced by diboranein THF solution to give 9.Treatment of 9 with sodium anthracene in monoglyme produced 10. This paper deals with the synthesis of a new lateral macrobicyclic cryptand 10. Condensation of 2,6-di (bromomethyl) pyridine with 3- (n-tosylamino) methyl propionate in the presence of anhydrous K_2CO_3 at room temperature 5 which was hydrolyzed to 6.Reaction of the latter withexcess sulfonyl chloride afforded 2,6-di (4’-chloroformyl-2’-tosyl-2’- azabutyl) pyridine (7) .Pentaaza-1,5,13,17,28-dithia Has been synthesized by the following sequence of reactions: Condensation of 7 with - 20,25-tricyclo [15,5,5,1 ~ (7,11)] - octacosa-7,9,11 (28) 1,7-diaza-4,10-dithia-dodecane (3) by highdilution technique in toluene-THF at room temperature was forced 8 which was reduced by diboranein THF solution to give 9. Treatment 9 with sodium anthracene in monoglyme produced 10.
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