[¹¹C]Carbon monoxide, a versatile and useful precursor in labelling chemistry for PET‐ligand development

Abstract

In this review the recent progress in the development of suitable precursors for 11C‐labelling is discussed. Especially the last few years' advancement of the use of [11C] carbon monoxide as a versatile and useful precursor in labelling chemistry is presented. The development is set in perspective of its potential in applying molecular imaging tools in drug and tracer development.The possibility of exploring small tracer libraries utilizing the microdosing concept is explored. Copyright © 2007 John Wiley & Sons, Ltd.

Rhodium‐mediated [11C]carbonylation: a library of N‐phenyl‐N′‐{4‐(4‐quinolyloxy)‐phenyl}‐[11C]‐urea derivatives as potential PET angiogenic probes

“…17 Further, throughout this investigation, the amount of product formed was determined after each synthesis and ranged from 15 to 175 nmol with a median of approximately 40 nmol and was unrelated to the amount of radioactivity produced in the cyclotron target. The most important factor for isotopic dilution was found to be the conditioning of the zinc-oven used for reduction of…”

“…17 Rhodium-catalyzed carbonylation of phenyl azides and amines to form the corresponding ureas has been used in laboratory-scale synthesis. [18][19][20][21] Recently, a method using a rhodium-mediated reaction for labelling N,N 0 -diphenyl- [ 11 C]-urea in the carbonyl position was reported.…”

Rapid carbonylative coupling reactions using palladium(i) dimers: applications to 11CO-radiolabelling for the synthesis of PET tracers

“…Although [ 11 C]CH 3 I has traditionally been the precursor of choice for carbon-11 labelling, more recently [ 11 C]carbon monoxide has been demonstrated to be an attractive precursor because of its ease of production and synthetic versatility. [3] [ 11 C]carbon monoxide has been used to prepare a wide range of 11 C labelled molecules, such as amides, esters and carboxylic acids, that would be inaccessible using traditional [ 11 C]CH 3 I labelling techniques. Synthesis with [ 11 C]carbon monoxide is generally achieved via metal mediated reactions using either palladium or rhodium and involves the reaction of aryl, heteroaryl or vinyl halides with a nucleophile in the presence of [ 11 C]CO. [2] However, besides the conventional difficulties of processing carbon-11 reactions within the necessary short timeframes (typically within 2 half-lives, i.e.…”

Carbon‐11 Radiolabelling of Organosulfur Compounds: 11C Synthesis of the Progesterone Receptor Agonist Tanaproget

“…[15,16] CO. [24,25] Recently,o ur group reported ar apid and high yielding route to an ew 11 Cl abelling synthon, 11 Cc arbon disulfide [26] that has many of the desirable characteristics for PET labelling, including ease of synthesis, ease of handling, high reactivity and the potential to radiolabel aw ide range of compounds.…”