95716-07-7Relevant academic research and scientific papers
A rapid and highly enantioselective C-11C bond formation of l-[11C]phenylalanine via chiral phase-transfer catalysis
Peko?ak, Aleksandra,Filp, Ulrike,?krinjar, Janja,Poot, Alex J.,Windhorst, Albert D.
supporting information, p. 570 - 575 (2017/01/25)
A rapid method for the synthesis of carbon-11 radiolabeled phenylalanine was developed using a chiral phase-transfer catalyst and a sub-nanomolar quantity of [11C]benzyl iodide as a radio-precursor. Based on a reported synthesis of [11/su
Asymmetric Synthesis of 11C-Labelled L- and D-Amino Acids by Alkylation of Imidazolidinone Derivatives
Fasth, Karl-Johan,Hoernfeldt, Katarina,Langstroem, Bengt
, p. 301 - 304 (2007/10/02)
Alanine and phenylalanine have been labelled in the 3-position, and 2-aminoadipic acid in the 6-position, with the short-lived positron-emitting radionuclide 11C(t1/2 = 20.3 min). (R)- and (S)-2-tert-butyl-1-tert-butyloxycarbonyl-3-methyl-4-imidazolidinone were alkylated with methyl iodide, benzyl iodide or 4-iodobutyronitrile, prepared in multi-step syntheses starting from carbon dioxide, 3-11C-Labelled L- and D-alanine and phenylalanine were obtained after acidic hydrolysis in 75 and 30percent radiochemical yields (decay-corrected) within 25 and 50min , respectively.The radiochemical purities were higher than 98percent.After a two-step hydrolysis procedure, L- and D-2-aminoadipic acid were obtained in 20-25percent radiochemical yield (decay-corrected) within 45 min with a radiochemical purity of 85percent.The enantiomeric purities were 98percent for alanine and phenylalanine and > 96percent for 2-aminoadipic acid.In a typical synthesis, 385 MBq of alanine were obtained, starting with 1.2 GBq carbon dioxide, with a synthesis time of 25 min.
Asymmetric Synthesis of L-Amino Acids using a Chiral Nickel Complex of the Schiff Base of (S)-o-benzophenone and Glycine
Fasth, Karl Johan,Langstroem, Bengt
, p. 720 - 725 (2007/10/02)
Various amino acids have been specifically labelled in the β-position with the short-lived positron-emitting radionuclide 11C (t1/2 = 20.4 min) by an asymmetric alkylation reaction using various 11C-labelled organic halides with a nickel(II) co
Asymmetric Synthesis of L-Alanine and L-Phenylalanine by a Phase-Transfer Alkylation Reaction
Fasth, Karl-Johan,Antoni, Gunnar,Laengstroem, Bengt
, p. 3081 - 3084 (2007/10/02)
The asymmetric syntheses of enantiomerically enriched L-alanine and L-phenylalanine t1/2 20.4 min for 11C) by phase-transfer alkylation of (-)-8-phenylmenthan-3-yl N-(diphenylmethylene)-glycenate with methyl and benzyl iodides, respectively, are presented.The total synthesis times were 35-55 min, from the start of synthesis of the methyl and (α-11C>benzyl iodides.The products were obtained in 15-40percent (decay corrected) radiochemical yields and higher than 98percent radiochemical purities.The enantiomeric purities of the amino acids were determined to be 52-55percent enantiomeric excess (e.e).In a typical run 600 MBq of L-alanine was obtained, starting with 5.2 GBq of carbon dioxide.
