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Synlett 2002(7): 1131-1133
DOI: 10.1055/s-2002-32599
LETTER
© Georg Thieme Verlag Stuttgart · New York

A Convenient Unsymmetric Functionalization of Diaza-21-Crown-7

Gregory J. Kirkovits, C. Dennis Hall*
King’s College, University of London, Department of Chemistry, Strand, London WC2R 2LS, UK
e-Mail: cdhall@chem.ufl.edu;
Further Information

Publication History

Received 7 April 2002
Publication Date:
07 February 2007 (online)

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Abstract

The synthesis of N-Boc-diaza-21-crown-7 (4) is described. Bis-Boc-protected 1,8-diamino-3,6-dioxaoctane (2) was treated with 1,11-diiodo-3,6,9-trioxaundecane to form N,N′-bis-Boc-diaza-21-crown-7 (3) in moderate yield. Treatment of the bis-Boc-protected crown with trifluoroacetic acid resulted in isolation of the desired mono-N-Boc-diaza-21-crown-7 (4) with none of the expected diaza-21-crown-7.

Key words

diaza-21-crown-7 - unsymmetrical functionalization - Boc group

    References

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1

Present address: Department of Chemistry, University of Florida, P. O. Box 117200, Gainesville, FL 32611-7200.