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Synthesis of an Alleged Byproduct Precursor in Iodixanol Preparation.


ABSTRACT: N 1,N 3-Bis(2,3-dihydroxypropyl)-2,4,6-triiodo-5-(N-(oxiran-2-ylmethyl)acetamido)isophthalamide (1), the alleged precursor of several minor byproducts formed when the X-ray contrast agent iodixanol is synthesized from 5-acetamido-N 1,N 3-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide (2), has been successfully prepared with an overall yield of 25%. Epoxide 1 enabled the confirmation of its presence in the reaction mixture during the preparation of iodixanol when amide 2 was used as the starting material.

SUBMITTER: Haarr MB 

PROVIDER: S-EPMC6644432 | biostudies-literature | 2018 Jul

REPOSITORIES: biostudies-literature

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Synthesis of an Alleged Byproduct Precursor in Iodixanol Preparation.

Haarr Marianne Bore MB   Lindbäck Emil E   Håland Torfinn T   Sydnes Magne O MO  

ACS omega 20180705 7


<i>N</i> <sup>1</sup>,<i>N</i> <sup>3</sup>-Bis(2,3-dihydroxypropyl)-2,4,6-triiodo-5-(<i>N</i>-(oxiran-2-ylmethyl)acetamido)isophthalamide (<b>1</b>), the alleged precursor of several minor byproducts formed when the X-ray contrast agent iodixanol is synthesized from 5-acetamido-<i>N</i> <sup>1</sup>,<i>N</i> <sup>3</sup>-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide (<b>2</b>), has been successfully prepared with an overall yield of 25%. Epoxide <b>1</b> enabled the confirmation of its p  ...[more]

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