Process for the preparation of macrocyclic chelants and the chel

Details Process for the preparation of macrocyclic chelants and the chel Process for the preparation of macrocyclic chelants and the chel

1999-05-24

2000-03-28

Shah, Mukund J.

Drug, bio-affecting and body treating compositions

In vivo diagnosis or in vivo testing

Magnetic imaging agent

540465, 540474, A61B 5055, C07D48722

Patent

active

060428104

ABSTRACT:
A process for the preparation of complexes of macrocyclic chelants with paramagnetic metal trivalent ions of formula (XII) ##STR1## wherein R.sub.1, R.sub.2 and Me.sup.3+ are as described in the following, comprising: a) reaction of 1,4,7,10-tetraazacyclododecane with triethyl orthoformate to give 5H,9bH-2a,4a,7,9a-octahydrotetraazacycloocta[cd]pentalene; b) carboxymethylation reaction in water; c) hydrolysis reaction in basic conditions; d) alkylation according to known methods with an epoxide in water; e) complexation according to known methods carried out in water by addition of a paramagnetic metal salt; f) purification by diafiltration, final desalting of the aqueous solution on ion exchange resins and g) crystallization or recovery.

REFERENCES:
patent: 4085106 (1978-04-01), Atkins
patent: 5277895 (1994-01-01), Platzek et al.
patent: 5447635 (1995-09-01), Viscardi et al.
patent: 5747000 (1998-05-01), Platzek et al.
patent: 5925752 (1999-07-01), Ripa et al.
Dischino et al Inorg. Chem. 1991, 30, pp 1265-9 Synthesis of Gadolinium (+)-10-(1-Hydroxypropan-2-yl)-1,4,7,10-tetraazacyclododecane-1,4,7-triyltr iacetate etc.
Weisman et al Tetrahedron Letters vol. 21, 1980 pp 3635-8.

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