180976-09-4Relevant articles and documents
High-yielding automated convergent synthesis of no-carrier-added [11C-carbonyl]-labeled amino acids using the strecker reaction
Xing, Junhao,Brooks, Allen F.,Fink, Dylan,Zhang, Huibin,Piert, Morand R.,Scott, Peter J.H.,Shao, Xia
, p. 371 - 375 (2017)
A new variant of the Strecker synthesis using no-carrier-added [11C]cyanide for the synthesis of radiolabeled amino acids is described. The protocol is fully automated using a radiochemistry synthesis module and applied to the production of a number of new PET radiotracers. [11C-Carbonyl]sarcosine, [11C-carbonyl]methionine, [11C-carbonyl]-N-phenylglycine, and [11C-carbonyl]glycine are all synthesized in moderate to good radiochemical yields. The synthesis of [11C-carbon-yl]sarcosine has been validated for production of doses for clinical use, and preliminary evaluation of the new radiotracer in PC3 tumor-bearing mice is also reported.
Approaches to the synthesis of ureapeptoid peptidomimetics
Kruijtzer, John A. W.,Lefeber, Dirk J.,Liskamp, Rob M. J.
, p. 5335 - 5338 (2007/10/03)
Ureapeptoid peptidomimetics can be composed from Boc-protected N-substituted ethylenediamines. The best approach is to synthesize these from chloroacetonitrile followed by conversion to the corresponding crystalline p-nitrophenyl carbamates in order to prepare the ureapeptoids.
Synthesis and structure-activity relationships of 2-pyridones: A novel series of potent DNA gyrase inhibitors as antibacterial agents
Li, Qun,Chu, Daniel T. W.,Claiborne, Akiyo,Cooper, Curt S.,Lee, Cheuk M.,Raye, Kathleen,Berst, Kristine B.,Donner, Pamela,Wang, Weibo,Hasvold, Lisa,Fung, Anthony,Ma, Zhenkun,Tufano, Michael,Flamm, Robert,Shen, Linus L.,Baranowski, John,Nilius, Angela,Alder, Jeff,Meulbroek, Jonathan,Marsh, Kennan,Crowell, DeAnne,Hui, Yuhua,Seif, Louis,Melcher, Laura M.,Henry, Rodger,Spanton, Steven,Faghih, Ramin,Klein, Larry L.,Tanaka, S. Ken,Plattner, Jacob J.
, p. 3070 - 3088 (2007/10/03)
Two novel series of 2-pyridones were synthesized by transposition of the nitrogen of 4-quinolones to the bridgehead position. This subtle interchange of the nitrogen atom with a carbon atom yielded two novel heterocyclic nuclei, pyrido[1,2-a]pyrimidine and quinolizine, which had not previously been evaluated as antibacterial agents and were found to be potent inhibitors of DNA gyrase. Quinolizines with a methyl group at the 9-position such as (S)-45a (ABT-719) demonstrate exceptional broad spectrum antibacterial activity. Most notably, they are active against resistant bacteria such as methicillin-resistant Staphylococcus aureus, vancomycin-resistant strains of enterococci, and ciprofloxacin-resistant organisms. In addition, 2-pyridones also possess favorable physiochemical and pharmacokinetic properties. These 2-pyridones were synthesized from the commercially available starting materials by 10-17 linear transformations. The structure of an adduct yielded by this sequence, (S)-45a (ABT-719), was determined by X-ray crystallographic analysis.
