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Synthesis of high specific activity 125I- and 123I-labelled enantiomers of 2,5-dimethoxy-4-iodophenylisopropylamine (DOI)

✍ Scribed by C. A. Mathis; A. J. Hoffman; D. E. Nichols; A. T. Shulgin

Book ID
102901104
Publisher
John Wiley and Sons
Year
1988
Tongue
French
Weight
559 KB
Volume
25
Category
Article
ISSN
0022-2135

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✦ Synopsis

The syntheses of high spedfic activity '%I-and lP1-labelled (R)-and (S)-2,5dimethoxy-4iodophenylisopmpylamine (DOI) are described. Three radiosynthetic ruutea, two of which involved use of amine prutecting groups and one of which utilized the free base, were m m p d to maximize the radiochemical yields and specific activities of the products. The method which provided the highest yields utilized the free amine with no protecting group in aqueous acidic solvent with chloramineT oxidant. Final radiochemical yields of ca. 80% were achieved for both '%I and '=I incorporation. The specific activities of the '"I-labelled products averaged 1100 Ci/mmol and the 'pI-labelled products were >20,000 Ci/mmol.

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