145574-16-9Relevant academic research and scientific papers
Cis-fused ring-containing β-lactam the synthetic method of the compound of
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, (2016/12/01)
The invention discloses a synthetic method of a beta-lactam compound with a cis condensed ring. Substituted or un-substituted pyrrole-2-formic acid, or substituted or un-substituted pyridine-2-formic acid or substituted or un-substituted indole-2-formic acid is used as a starting material, Pd(II) is adopted as a catalyst, and AgOAc or Ag2CO3 is used as an oxidant; a sp3C-H bond at a beta site of an amide substrate 2 (for example Scheme4) is activated through palladium catalysis; a key step of forming a C-N bond in a molecule to successfully construct a beta-lactam framework with the cis condensed ring is generated. According to the synthetic method disclosed by the invention, materials are simple and easily available, the price is cheap, the experiment operation is simple, the route is short and the yield is high; the synthetic method has very high atom economy, a little waste, environment friendliness, a wide scope of application of the substrate and good universality, and can be used for efficiently obtaining the beta-lactam compound with optical activity kept in a chiral manner.
Palladium-catalyzed unactivated c(sp3)-h bond activation and intramolecular amination of carboxamides: A new approach to β-lactams
Sun, Wen-Wu,Cao, Pei,Mei, Ren-Qiang,Li, Yue,Ma, Yuan-Liang,Wu, Bin
supporting information, p. 480 - 483 (2014/04/03)
An efficient method to synthesize the β-lactams with high regioselectivity via Pd-catalyzed C(sp3)-H bond activation and intramolecular amination of simple and readily available aminoquinoline carboxamides was demonstrated. C6F5I plays a signif
A virosome-mimotope approach to synthetic vaccine design and optimization: Synthesis, conformation, and immune recognition of a potential malaria-vaccine candidate
Pfeiffer, Bernhard,Peduzzi, Elisabetta,Moehle, Kerstin,Zurbriggen, Rinaldo,Glueck, Reinhard,Pluschke, Gerd,Robinson, John
, p. 2368 - 2371 (2007/10/03)
An optimized cyclic peptidomimetic (see picture) of the NPNA-repeat region in the circumsporozoite (CS) protein of P. falciparum was designed. When delivered to the immune system on human-compatible viruslike particles (virosomes), the mimetic effectively
Structure-based design of β-lactamase inhibitors. 1. Synthesis and evaluation of bridged monobactams
Heinze-Krauss, Ingrid,Angehrn, Peter,Charnas, Robert L.,Gubernator, Klaus,Gutknecht, Eva-Maria,Hubschwerlen, Christian,Kania, Malgosia,Oefner, Christian,Page, Malcolm G. P.,Sogabe, Satoshi,Specklin, Jean-Luc,Winkler, Fritz
, p. 3961 - 3971 (2007/10/03)
Bridged monobactams are novel, potent, mechanism-based inhibitors of class C β-lactamases, designed using X-ray crystal structures of the enzymes. They stabilize the acyl-enzyme intermediate by blocking access of water to the enzyme-inhibitor ester bond.
BICYCLIC AND TRICYCLIC BETA-LACTAMS
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, (2008/06/13)
There are described compounds of the formula in which R signifies lower alkoxycarbonyl, lower alkoxycarbonylamino, the acyl residue of an a- or P-amino acid or a residue of the general formula Q-X-Y- wherein Q signifies a 3- to 6-membered ring which optionally contains nitrogen, sulphur and/or oxygen and which is optionally bonded with a fused ring, X signifies a direct bond or a linear "spacer" with up to 6 atoms consisting of carbon, nitrogen, oxygen and/or sulphur, of which up to 2 atoms can be nitrogen atoms and 1 atom can be oxygen or sulphur, and Y represents one of the groups ?CO-, -CS-, -CONH- and (where X contains neither sulphur nor carbonyl as a terminal component) -SO2- and in which R1 signifies hydrogen, halogen, carbamoyloxy, lower alkanoyloxy or a group of the formula ?S-Het, wherein Het represents a 5- or 6-membered heteroaromatic group containing nitrogen, sulphur and/or oxygen, and R2 represents the sulpho group -SO3H or R1 and R2 together signify a group of the formula wherein A represents hydrogen or a residue which is usable in the 3-position of cephalosporin antibiotics, and in which R3 represents hydrogen or R1 and R3 together represent a group of the formula =CH-Ra (c) wherein Ra signifies one of the groups ?CORb (c1) -CH2-OCORc (c2) -CH2-NRdRe (c3) -CH2-S-Het (C4) in which R6 represents lower alkoxy or amino, Rc represents lower alkyl, phenyl or amino, Rd and Re each independently represent hydrogen or lower alkyl or Rd and Re together with the N atom to which they are attached represent a 5- or 6-membered N-heterocycle which optionally contains a further nitrogen, oxygen or sulphur atom and Het represents a 5- or 6-membered heteroaromatic group containing nitrogen, sulphur and/ or oxygen, and pharmaceutically compatible salts of these compounds. The products have P-lactamase inhibiting properties. They are useful in combination with beta-lactam antibiotics in the control of beta-lactamase forming pathogens
