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Synthesis of (2RS)‐[3‐ 13 C]‐ and (2RS)‐[3‐ 14 C] leucine
Author(s) -
Anastasis Panayiotis,
Overton Karl,
Singh Sheo Bux
Publication year - 1984
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.2580210502
Subject(s) - chemistry , leucine , hydrolysis , reagent , isobutyric acid , stereochemistry , organic chemistry , amino acid , biochemistry
(2RS)‐[3‐ 13 C]‐ and (2RS)‐[3‐ 14 C] Leucine have been prepared via carbonation of the Grignard reagent 2 from 2‐bromopropane, with 13 CO 2 or 14 CO 2 . Reduction of the labelled isobutyric acid, displacement of the derived isobutyl brosylate 5 with acetamidomalonic ester and hydrolysis afforded (2RS)–[3‐*C] leucine with 55–65% incorporation of label from Ba*CO 3 on a scale of 5–25 mmol.