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Title: No-carrier-added (NCA) aryl (18E) fluorides via the nucleophilic aromatic substitution of electron rich aromatic rings

Abstract

A method for synthesizing no-carrier-added (NCA) aryl [.sup.18 F] fluoride substituted aromatic aldehyde compositions bearing an electron donating group is described. The method of the present invention includes the step of reacting aromatic nitro aldehydes having a suitably protected hydroxyl substitutent on an electron rich ring. The reaction is The U.S. Government has rights in this invention pursuant to Contract Number DE-AC02-76CH00016, between the U.S. Department of Energy and Associated Universities Inc.

Inventors:
 [1];  [2];  [3]
  1. Central Islip, NY
  2. Bellport, NY
  3. Setauket, NY
Issue Date:
Research Org.:
Associated Universities, Inc., Upton, NY (United States)
OSTI Identifier:
868971
Patent Number(s):
5254726
Assignee:
United States of America as represented by Department of Energy (Washington, DC)
Patent Classifications (CPCs):
C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07C - ACYCLIC OR CARBOCYCLIC COMPOUNDS
C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07D - HETEROCYCLIC COMPOUNDS
DOE Contract Number:  
AC02-76CH00016
Resource Type:
Patent
Country of Publication:
United States
Language:
English
Subject:
no-carrier-added; nca; aryl; 18e; fluorides; via; nucleophilic; aromatic; substitution; electron; rich; rings; method; synthesizing; 18; fluoride; substituted; aldehyde; compositions; bearing; donating; described; step; reacting; nitro; aldehydes; suitably; protected; hydroxyl; substitutent; reaction; government; rights; pursuant; contract; de-ac02-76ch00016; department; energy; associated; universities; associated universities; substituted aromatic; aromatic rings; /999/

Citation Formats

Ding, Yu-Shin, Fowler, Joanna S, and Wolf, Alfred P. No-carrier-added (NCA) aryl (18E) fluorides via the nucleophilic aromatic substitution of electron rich aromatic rings. United States: N. p., 1993. Web.
Ding, Yu-Shin, Fowler, Joanna S, & Wolf, Alfred P. No-carrier-added (NCA) aryl (18E) fluorides via the nucleophilic aromatic substitution of electron rich aromatic rings. United States.
Ding, Yu-Shin, Fowler, Joanna S, and Wolf, Alfred P. Fri . "No-carrier-added (NCA) aryl (18E) fluorides via the nucleophilic aromatic substitution of electron rich aromatic rings". United States. https://www.osti.gov/servlets/purl/868971.
@article{osti_868971,
title = {No-carrier-added (NCA) aryl (18E) fluorides via the nucleophilic aromatic substitution of electron rich aromatic rings},
author = {Ding, Yu-Shin and Fowler, Joanna S and Wolf, Alfred P},
abstractNote = {A method for synthesizing no-carrier-added (NCA) aryl [.sup.18 F] fluoride substituted aromatic aldehyde compositions bearing an electron donating group is described. The method of the present invention includes the step of reacting aromatic nitro aldehydes having a suitably protected hydroxyl substitutent on an electron rich ring. The reaction is The U.S. Government has rights in this invention pursuant to Contract Number DE-AC02-76CH00016, between the U.S. Department of Energy and Associated Universities Inc.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {1993},
month = {1}
}

Works referenced in this record:

Application of Positron Emission Tomography in the Heart
journal, April 1988


Determinants of hemodynamic compromise with severe right ventricular infarction.
journal, August 1990


Noninvasive evaluation of sympathetic nervous system in human heart by positron emission tomography.
journal, August 1990


Asymmetric Synthesis of L-[3-11C]Alanine.
journal, January 1986


Labeled aryl fluorides from the nucleophilic displacement of activated nitro groups by 18F-F−
journal, April 1983


Aryltrimethylammonium trifluoromethanesulfonates as precursors to aryl [18F]fluorides: Improved synthesis of [18F]GBR-13119
journal, July 1989


A new route for the synthesis of [18F]fluoroaromatic substituted amino acids: No carrier added fluorophenylalanine
journal, January 1987


A rapid, simple, and mild procedure for alkylation of phenols, alcohols, amides and acids
journal, January 1979


Radiopharmaceuticals. 12. New rapid synthesis of carbon-11-labeled norepinephrine hydrochloride
journal, February 1974


Displacement of a nitro-group by [ 18 F] fluoride ion. A new route to aryl flurides of high specific activity
journal, January 1983


Tracer norepinephrine kinetics in coronary circulation of patients with heart failure secondary to chronic pressure and volume overload.
journal, November 1985


Neuronal mapping of the heart with 6-[18F]fluorometaraminol
journal, March 1990


Application of the nucleophilic substitution reaction to the synthesis of No-carrier-added [18F]fluorobenzene and other 18F-labeled aryl fluorides
journal, June 1984


Asymmetric Hydrocyanation of a Range of Aromatic and Aliphatic Aldehydes
journal, January 1988


Enzymatic kinetic resolution of cyanohydrin acetates and its application to the synthesis of ()-(−)-frontalin
journal, January 1989


Enhancement of the resonance interaction of out-of-plane methoxy groups by ortho-substituents in crowded anisoles
journal, December 1988


The Enzymatic Conversion of 3,4-Dihydroxyphenylethylamine to Norepinephrine
journal, July 1960


An improved method for the synthesis of 2,2-disubstituted and 2-monosubstituted 1,3-benzodioxoles
journal, January 1980


Stereoselectivity of noradrenaline uptake into synaptic vesicles of the rat brain
journal, June 1988


[11C]octopamine synthesis using [11C]cyanide: Chemical and enzymatic approaches for the [11C]cyanohydrin synthesis
journal, January 1990

  • Maeda, Minoru; Koga, Yoshihisa; Fukumura, Toshimitsu
  • International Journal of Radiation Applications and Instrumentation. Part A. Applied Radiation and Isotopes, Vol. 41, Issue 5
  • https://doi.org/10.1016/0883-2889(90)90006-3

Plasma dihydroxyphenylglycol for estimation of noradrenaline neuronal re-uptake in the sympathetic nervous system in vivo
journal, February 1989


The thermal decomposition of hydroxy- and methoxy-substituted anisoles
journal, February 1989


The Asymmetric Hydrocyanation of Aldehydes with Cyanotrimethylsilane Promoted by a Chiral Titanium Reagent
journal, October 1987


Labelling of fluorinated aromatics by isotopic exchange with [18F]fluoride
journal, December 1981


Enzyme-catalyzed synthesis of (S)-cyanohydrins and subsequent hydrolysis to (S)-α-hydroxy-carboxylic acids
journal, January 1990


The Substrate Specificity of Phenylamine-β-hydroxylase
journal, June 1962


Synthesis and stereochemistry of the four isomeric pinane-2,3-diols
journal, August 1971


Mapping muscarinic receptors in human and baboon brain using [N-11C-methyl]-benztropine
journal, January 1990


6-[18F]fluorometaraminol. A radiotracer for in vivo mapping of adrenergic nerves of the heart
journal, February 1988


Photochemistry of diazonium salts. 4. Synthesis of ring-fluorinated tyramines and dopamines
journal, July 1976


The synthesis of no-c arrier-added DL-4-[18F]fluorodeprenyl via the nucleophilic aromatic substitution reaction
journal, January 1991

  • Plenevaux, Alain; Fowler, Joanna S.; Dewey, Stephen L.
  • International Journal of Radiation Applications and Instrumentation. Part A. Applied Radiation and Isotopes, Vol. 42, Issue 2
  • https://doi.org/10.1016/0883-2889(91)90060-E

Synthesis and biological properties of 2-, 5-, and 6-fluoronorepinephrines
journal, December 1979