173459-91-1Relevant academic research and scientific papers
Stereoselective synthesis of fluorine-containing analogues of anti-bacterial sanfetrinem and LK-157
Mohar, Barbara,Stephan, Michel,Urleb, Uro?
experimental part, p. 4144 - 4149 (2010/07/08)
The synthesis of (1′S,3R,4R)-4-acetoxy-3-(1′-trimethylsilyloxy-2′,2′,2′-trifluoroethyl)-2-azetidinone (10) precursor of modified carbapenems is described relying upon [Ru(C6Me6)(S,S)-(CH2)5NSO2DPEN]-catalyzed asymmetric transfer hydrogenation under dynamic kinetic resolution using HCO2H-Et3N. This fluorine-containing precursor yielded the targeted trinems 1 and 2 via a stereoselective key step condensation with lithium (S)-6-methoxy-cyclohexenolate.
New trinem antibiotics and inhibitors of beta-lactamases
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Page/Page column 29, (2009/12/28)
The present invention relates to a compound of formula (I) in particular compounds of formula (Ia), the use of a therapeutically effective amount of one or more compounds of formula (I) or (Ia) as a broad-spectrum antibiotic and the use of a pharmaceutica
Diastereoselective synthesis of a key intermediate for the preparation of tricyclic β-lactam antibiotics
Matsumoto, Takaji,Murayama, Toshiyuki,Mitsuhashi, Shigeru,Miura, Takashi
, p. 5043 - 5046 (2007/10/03)
Asymmetric synthesis of (S)-5 has been accomplished with an excellent enantiomeric excess by hydrogenation of racemic 5 using ruthenium-BINAP- diamine-KOH system, followed by oxidation. Magnesium enolate of (2S)-2- methoxycyclohexanone [(S)-5] reacts with
Process for producing cyclohexylazetidinone
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, (2008/06/13)
A process for producing cyclohexylazetidinone expressed by the formula(IV) comprises condensing the magnesium enolate compound expressed by the formula (II) with acyloxyazetidinone expressed by the formula (III), wherein Me is a methyl group; R1/sup
Synthesis of esters of the potent anti-bacterial trinems and analogues
Jackson, P. Mark,Roberts, Stanley M.,Davalli, Silvia,Donati, Daniele,Marchioro, Carla,Perboni, Alcide,Proviera, Stefano,Rossi, Tino
, p. 2029 - 2039 (2007/10/03)
Coupling the silyl enol ether 5 and the β-lactam 9 (R = Me3Si) affords the ketones 13a-d. Compounds 13a, 13c and 13d are converted into the tricyclic lactams 16-20, 23-25. (Chemoenzymatic synthesis of optically pure silyl enol ether 5 gave access to homochiral lactams 23-25.) In addition the ketoazetidinones 13 are protected as the 1,3-oxazanes 30. A hydroxyethyl moiety is introduced into these oxazanes at C-11 with the desired stereochemistry using the Bouffard methodology, to afford the alcohols 32. Formation of the corresponding nitrobenzyl carbonate, deprotection and oxidation furnishes the ketones 35a and 35b, which are subsequently converted into the trinems 41a and 41b, respectively.
The stereoselective synthesis of a key intermediate of the trinem antibiotic Sanfetrinem
Ghiron, Chiara,Piga, Elisabetta,Rossi, Tino,Tamburini, Bruno,Thomas, Russell J.
, p. 3891 - 3894 (2007/10/03)
By modulating the reactivity of the Lewis acid promoter it was possible to obtain, in a single stereoselective condensation step, the methoxyketone 7, an advanced intermediate in the synthesis of Sanfetrinem GV 104326.
