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BOC‐protected m‐xylylenediamine was treated with tetraethyleneglycol ditosylate to form BOC‐protected diazabenzo‐18‐crown 5 (5) in a good yield. BOC‐protected diazabenzo‐21‐crown‐6 (6) was prepared in the same manner from BOC‐protected m‐xylylenediamine and pentaethylene glycol ditosylate. Bis‐BOC‐protected diaza‐17‐crown‐5 (12) was prepared by treating BOC‐protected 1,4‐diaminobutane with 1,11‐diiodo‐3,6,9‐trioxaundecane. The BOC‐protecting groups were removed in methanolic 2 N hydrogen chloride to form the corresponding diaza‐crown ethers 7, 8 and 13.
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Krakowiak et al. (1995) studied this question.
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