Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 36, 2006 - Issue 5
215
Views
5
CrossRef citations to date
0
Altmetric
Original Articles

Microwave‐Assisted Synthesis of 1,4,7,10‐Tetraazacyclododecane

&
Pages 653-657 | Received 11 Aug 2005, Published online: 16 Aug 2006

References

  • Bunzli , J.‐C. and Choppin , G. R. 1989 . Lanthanide Probes in Life, Chemical and Earth Sciences: Theory and Practice Amsterdam : Elsevier .
  • Aime , S. , Botta , M. , Fasano , M. and Terreno , E. 1998 . Lanthanide(III) chelates for NMR biomedical applications . Chem. Soc. Rev. , 27 : 19 – 29 .
  • Caravan , P. , Ellison , J. J. , McMurry , T. J. and Lauffer , R. B. 1999 . Gadolinium(III) chelates as MRI contrast agents: Structures, dynamics, and applications . Chem. Rev. , 99 : 2293 – 2352 .
  • Tweedle , M. F. 1989 . Lanthanide Probes in Life, Chemical, and Earth Sciences Edited by: Bunzli , J.‐C. G. and Choppin , G. R. Amsterdam : Elsevier . Chapter 5
  • Lauffer , R. B. 1987 . Paramagnetic metal complexes as water proton relaxation agents for NMR imaging: Theory and design . Chem. Rev. , 87 : 901 – 907 .
  • Merbach , A. E. and Toth , E. 2001 . The Chemistry of Contrast Agents in Medical Magnetic Resonance Imaging Weinheim : Wiley‐VCH .
  • Peters , J. A. , Huskens , J. and Raber , D. J. 1996 . Lanthanide‐induced shifts and relaxation rate enhancements . Prog. Nucl. Magn. Reson. Spectrosc. , 28 : 283 – 350 .
  • Wang , X. Y. , Jin , T. Z. , Comblin , V. , Lopez‐Mut , A. , Merciny , E. and Desreux , J. F. 1992 . A kinetic investigation of the lanthanide DOTA chelates. Stability and rates of formation and of dissociation of a macrocyclic gadolinium(III) polyaza polycarboxylic MRI contrast agent . Inorg. Chem. , 31 : 1095 – 1099 .
  • Stetter , H. and Roos , E.‐E. 1954 . Chem. Ber. , 87 : 566
  • Richman , J. E. and Atkins , T. J. 1974 . Nitrogen analogs of crown ethers . J. Am. Chem. Soc. , 96 : 2268 – 2270 .
  • Chavez , F. and Sherry , A. D. 1989 . A simplified synthetic route to polyaza macrocycles . J. Org. Chem. , 54 : 2990 – 2992 .
  • Weisman , G. R. and Reed , D. P. 1996 . A new synthesis of cyclen (1,4,7,10‐tetraazacyclododecane) . J. Org. Chem. , 61 : 5186 – 5187 .
  • Weisman , G. R. and Reed , D. P. 1997 . A new synthesis of cyclen (1,4,7,10‐tetraazacyclododedcane) additions and corrections . J. Org. Chem. , 62 : 4548
  • Ferrari , M. , Giovenzana , G. B. , Palmisano , G. and Sisti , M. 2000 . A practical synthesis of 1,4,7,10‐tetraazacyclododecane, a pivotal precursor for MRI contrast agents . Synth. Commun. , 30 : 15 – 21 .
  • Herve , G. , Bernard , H. , Le Bris , N. , Yaouanc , J.‐J. , Handel , H. and Toupet , L. 1998 . Anew route to cyclen, cyclam and homocyclen . Tetrahedron Lett. , 39 : 6861 – 6864 .
  • Herve , G. , Bernard , H. , Le Bris , N. , Le Baccon , M. , Yaouanc , J.‐J. and Handel , H. 1999 . Condensation of glyoxal with triethylenetetraamine. Stereochemistry, cyclization and deprotection . Tetrahedron Lett. , 40 : 2517 – 2520 .
  • Athey , P. S. and Kiefer , G. E. 2002 . A new, facile synthesis of 1,4,7,10‐tetraazacyclododecane: Cyclen . J. Org. Chem. , 67 : 4081 – 4085 .
  • Zhang , R. and Busch , D. H. 1993 . Synthesis and characterization of the cobalt(III) complexes with tetraaza macrocyclic ligands having strategically appended functional groups . Inorg. Chem. , 32 : 4920 – 4924 .
  • Bottino , F. , Di Grazia , M. , Finocchiaro , P. , Fronczek , F. R. , Mamo , A. and Pappalardo , S. 1988 . Reaction of tosylamide monosodium salt with bis(halomethyl) compounds: An easy entry to symmetrical N‐tosyl aza macrocycles . J. Org. Chem. , 53 : 3521 – 3529 .

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.