74694-48-7Relevant academic research and scientific papers
Ternary nylon-3 copolymers as host-defense peptide mimics: Beyond hydrophobic and cationic subunits
Chakraborty, Saswata,Liu, Runhui,Hayouka, Zvi,Chen, Xinyu,Ehrhardt, Jeffrey,Lu, Qin,Burke, Eileen,Yang, Yiqing,Weisblum, Bernard,Wong, Gerard C. L.,Masters, Kristyn S.,Gellman, Samuel H.
supporting information, p. 14530 - 14535 (2015/01/08)
Host-defense peptides (HDPs) are produced by eukaryotes to defend against bacterial infection, and diverse synthetic polymers have recently been explored as mimics of these natural peptides. HDPs are rich in both hydrophobic and cationic amino acid residu
Tethered aminohydroxylation (TA) reaction of amides
Donohoe, Timothy J.,Callens, Cedric K. A.,Thompson, Amber L.
supporting information; experimental part, p. 2305 - 2307 (2009/10/23)
The first examples of amide-tethered aminohydroxylation reactions, catalyzed by osmium, showing that the use of N-O-based reoxidants are essential for success, are reported. The system that is described is compatible with a variety of different alkene sub
Total Synthesis of Analogues of the &β-Lactam Antibiotics. Part 1. Isoclavam-3-carboxylates
Brennan, John,Richardson, Geoffrey,Stoodley, Richard J.
, p. 649 - 655 (2007/10/02)
4-Hydroxymethylazetidin-2-one (15a), prepared from 4-vinylazetidin-2-one (16) by reductive ozonolysis, was converted into 4-iodomethylazetidin-2-one (15c) by sequential reactions involving toluene-p-sulphonyl chloride and sodium iodide.Compound (15c) reacted with methyl glyoxylate hydrate in the presence of triethylamine to give methyl hydroxy-(2-iodomethyl-4-oxoazetidin-1-yl)acetate (13b) as a 1 : 1 mixture of diastereoisomers, which was transformed into methyl 7-oxo-3-oxa-1-azabicyclo-heptane-2-carboxylate (12a), as a single exo-diastereoisomer, by the action of sodium hydride.The t-butyl, p-nitrobenzyl, and benzyl esters of 7-oxo-3-oxa-1-azabicycloheptane-2-exo-carboxylic acid,i.e. (12d-f), were similarly prepared.Brief treatment of the t-butyl ester (12d) with trifluoroacetic acid resulted in β-lactam cleavage to give (2-t-butoxycarbonyl-3-trifluoroacetyloxazolidin-4-yl)acetic acid (19c) which reacted further with trifluoroacetic acid to give (2-carboxy-3-trifluoroacetyloxazolidin-4-yl)acetic acid (19d).Hydrogenolysis of the benzyl ester (12f), in the presence of sodium hydrogen carbonate, afforded the sodium salt (12b) which underwent rapid β-lactam cleavage in aqueous solution.
Synthesis of 7-Oxo-3-oxa-1-azabicycloheptane-2-carboxylates: Analogues of Clavulanic Acid
Brennan, John,Richardson, Geoffrey,Stoodley, Richard J.
, p. 49 (2007/10/02)
4-Iodomethylazetidin-2-one is converted into the title compounds when treated sequentially with glyoxylic acid esters and sodium hydride.
4-Iodomethylazetidin-2-one
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, (2008/06/13)
Disclosed is a process for preparing 7-(1-hydroxethyl)-3-(2-aminoethylthio)-1-carbadethiaceph-3-em-3-carboxylic acid and its pharmaceutically acceptable salts and esters (I) by total synthesis starting with L-aspartic acid and proceeding via intermediates II and IIa (4-iodomethylazetidin-2-one): STR1
