Synthesis of 5‐[4,5‐ 13 C 2 ]‐ and 5‐[1,5‐ 13 C 2 ]aminolevulinic acid | Zendy

Iida Katsumi | Zendy; Tokiwa Shinji | Zendy; Ishii Toshihiro | Zendy; Kajiwara Masahiro | Zendy

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Synthesis of 5‐[4,5‐ 13 C 2 ]‐ and 5‐[1,5‐ 13 C 2 ]aminolevulinic acid

Author(s) -

Iida Katsumi,

Tokiwa Shinji,

Ishii Toshihiro,

Kajiwara Masahiro

Publication year - 2002

Publication title -

journal of labelled compounds and radiopharmaceuticals

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.432

H-Index - 47

eISSN - 1099-1344

pISSN - 0362-4803

DOI - 10.1002/jlcr.583

Subject(s) - chemistry , acetic acid , ammonium acetate , propionate , potassium cyanide , hydrolysis , potassium , phthalimide , medicinal chemistry , methyl iodide , ethyl iodide , sodium acetate , iodide , hydrochloric acid , chloride , ethyl acetate , cyanide , organic chemistry , high performance liquid chromatography

5‐[4,5‐ 13 C 2 ]‐ and 5‐[1,5‐ 13 C 2 ]Aminolevulinic acid (ALA) have been synthesized by the Gabriel condensation of potassium phthalimide with ethyl bromo[1,2‐ 13 C 2 ]acetate (derived from [1,2‐ 13 C 2 ]acetic acid) or ethyl bromo[2‐ 13 C]‐acetate (derived from sodium [2‐ 13 C]acetate), followed by conversion to the chloride, coupling reaction with 2‐ethoxycarbonylethylzinc iodide derived from ethyl 3‐iodopropionate or 2‐methoxy[ 13 C]carbonylethylzinc iodide derived from methyl 3‐iodo[1‐ 13 C]propionate (generated from potassium [ 13 C]cyanide), and hydrolysis. Copyright © 2002 John Wiley & Sons, Ltd.

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