Process for the production of 1,4,7,10-tetraazacyclododecane and

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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C07D22902

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active

057446164

ABSTRACT:
A process for the production of 1,4,7,10-tetraazacyclododecane (cyclene) and its derivatives on an industrial scale comprises cyclotetramerizing of benzylaziridine that is produced in situ.

REFERENCES:
Gary R. Hansen, et al., Unique Synthesis of 1,4,7,10-Tetraazacyclododecane, p. 305, Apr. 1968.
Bradshaw et al., "Common Methods for the Formation of Polyaza Macrocycli Rings," Heterocyclic Compounds, vol. 5, pp. 126-129, 1969.
Ridha Kossai et al., "The Anodic Tetramerization of the N-Benzylaziridine: A Chain Process," Tetrahedron Letters, vol. 21, 1980, pp. 3575-3578.
Journal of the American Chemical Society, 96:7, Apr. 3, 1974, pp. 268-2270.
Sei Tsuboyama et al., Cyclic Tetramers of Optically Active Aziridines: 1,4,7,10-Tetrabenzyl-2,5,8,11-Tetra-(R)-Ethyl-1,4,7,10-Tetraazacyclododeca ne, Tetrahedron Letters, No. 16, 1970, pp. 1367-1370.
Gary R. Weisman et al., "A new Synthesis of Cyclen (1,4,7,10-Tetraazacyclododecane)," J. Org. Chem., vol. 61, pp. 5186-5187 (1996).
Krzysztof E. Drakowiak et al., "Synthesis of Aza-Crown Ethers," Chem. Rev., vol. 89, pp. 929-972 (1989).

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