Synthesis of large macrocyclic tetraaza compounds with a methylene backbone: Cyclo[‐NH‐ (CH 2 )  n  ‐] 4 , (n = 6, 7, 8, 9 and 10). The formation of 28‐, 32‐, 36‐, 40‐ and 44‐membered rings | Zendy

Tomohiro Takenori | Zendy; Uoto Kouichi | Zendy; Okuno Hiroaki Yohmei | Zendy

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Synthesis of large macrocyclic tetraaza compounds with a methylene backbone: Cyclo[‐NH‐ (CH 2 ) n ‐] 4 , (n = 6, 7, 8, 9 and 10). The formation of 28‐, 32‐, 36‐, 40‐ and 44‐membered rings

Author(s) -

Tomohiro Takenori,

Uoto Kouichi,

Okuno Hiroaki Yohmei

Publication year - 1990

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570270513

Subject(s) - chemistry , methylene , condensation , condensation reaction , stereochemistry , medicinal chemistry , organic chemistry , thermodynamics , catalysis , physics

A series of macrocyclic tetraamines with 28‐, 32‐, 36‐, 40‐ and 44‐membered rings have been efficiently prepared from the corresponding ditosylamide and monobromoalcohol derivatives in 6 steps via a double condensation reaction. Overall yields were: 41, 41, 46, 29, and 33%, respectively, for 1,8,15,22‐tetraazacyclooctacontane ( 11a ), 1,9,17,25‐tetraazacyclodotriacontane ( 11b ), 1,10,19,28‐tetraazacyclohexatriacontane ( 11c ), 1,11,21,31‐tetraazacyclotetracontane ( 11d ) and 1,12,23,34‐tetraazacyclotetratetracontane ( 11e ).

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