Process for preparing 1,1'-[1,4-phenylenebis-(methylene)]-bis-1,

Details Process for preparing 1,1'-[1,4-phenylenebis-(methylene)]-bis-1, Process for preparing 1,1'-[1,4-phenylenebis-(methylene)]-bis-1,

1995-05-02

1997-02-25

Shah, Mukund J.

Organic compounds -- part of the class 532-570 series

Organic compounds

Unsubstituted hydrocarbyl chain between the ring and the -c-...

540470, C07D25500, C07D25502

Patent

active

056060530

ABSTRACT:
An improved process for preparing 1,1'-[1,4-phenylenebis-(methylene)]-bis-1,4,8,11-tetraazacyclotetradecane comprising the selective functionalization of an acyclic tetraamine to obtain an acyclic ditosyl intermediate and an acyclic tritosyl intermediate in a first step, the independent dimerization/tosylation of the ditosyl intermediate and dimerization of the tritosyl intermediate to obtain a 1,4-phenylenebis-methylene bridged hexatosyl acyclic precursor in a second step, the cyclization of said precursor to obtain a hexatosyl cyclam dimer in a third step, and the detosylation of said cyclam dimer in a fourth step followed by basification to obtain the desired 1,1'-[1,4-phenylenebis-(methylene)]-bis-1,4,8,11-tetraazacyclotetradecane.

REFERENCES:
patent: 5021409 (1991-06-01), Murrer et al.
patent: 5047527 (1991-09-01), Handel et al.
patent: 5326861 (1994-07-01), Madison et al.
J. Med. Chem., vol. 38, No. 2, pp. 366-378 (1995).

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