71730-34-2Relevant academic research and scientific papers
Olivanic Acid Analogues. Part 6. Biomimetic Synthesis of (+/-)-PS-5, (+/-)-6-Epi-PS-5, and (+/-)-Benzyl MM22381
Bateson, John H.,Hickling, Roger I.,Smale, Terence C.,Southgate, Robert
, p. 1793 - 1801 (2007/10/02)
Michael addition of thiols to 6-substituted azabicyclohept-2-ene-2-carboxylates, followed by reintroduction of the double bond with iodobenzene dichloride-pyridine under anhydrous conditions, provides a biomimetic strategy for the synthesis of 3-al
SIMPLE AND CONDENSED β-LACTAMS. Part 6. A Synthesis of the p-Nitrobenzyl Esters of the Racemic Forms of the Carbapenem Antibiotics PS-5 and PS-6, and of Their 6-Epimers.
Fetter, Jozsef,Lempert, Karoly,Horvath, Zoltan,Kajtar-Peredy, Maria,Simig, Gyula,Hornyak, Gyula
, p. 3901 - 3932 (2007/10/02)
The p-nitrobenzyl esters of the racemic carbapenem antibiotics PS-5 and PS-6, and of their 6-epimers were synthesised starting with the trans (6a, 6c) and cis forms (6b, 6d) of ethyl 1-(2,4-dimethoxybenzyl)-4-oxo-2-azetidinecarboxylates, respectively.
TOTAL SYNTHESIS OF THE CARBAPENEM ANTIBIOTIC (+/-)-6-epi PS-5
Cecchi, Roberto,Favara, Duccio,Omodei-Sale, Amedeo,Depaoli, Adele,Consonni, Piero
, p. 225 - 232 (2007/10/02)
A ten-step total synthesis of the carbapenem antibiotic (+/-)-6-epi PS-5 is described starting from trans-2-hexenal and proceeding through the key intermediate cis-(+/-)-3-ethyl-4-oxo-2-azetidineacetic acid. 6-epi PS-5 was tested in vitro and compared with the natural trans isomer.M.I.C. values are reported.
A Short and Stereoselective Synthesis of the Carbapenem Antibiotic PS-5
Kametani, Tetsuji,Honda, Toshio,Nakayama, Atsushi,Sasakai, Yuko,Mochizuki, Tomoko,Fukumoto, Keiichiro
, p. 2228 - 2232 (2007/10/02)
The benzyl ester (3) and p-nitrobenzyl ester (PNB ester) (4) of the antibiotic PS-5 and the bis-protected PS-6 (5) were stereoselectively synthesised by application of the new carbon-carbon bond formation reaction at the C-4-position of 4-acetoxy-3-ethyl-
Carbapenum derivatives, a process for their preparation and their use in pharmaceutical compositions and intermediates
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, (2008/06/13)
The present invention provides antibiotic compounds of the formula: STR1 and salts and cleavable esters thereof wherein X is a SCH2 CH2 NH2 or YNH-COCH3 group where Y is a SCH2 CH2, trans -
Conversion of the Olivanic Acids into Antibiotics of the PS-5 Type: Use of a New Carboxy Protecting Group
Corbett, David F.,Eglington, A. John
, p. 1083 - 1084 (2007/10/02)
The syntheses of PS-5 (1) and analogues from the olivanic acids MM 17880 (4) and MM 13902 (10), including the use of a new carboxy protecting group, the p-methoxycarbonylbenzyl group, are reported together with the chemical elucidation of the stereochemis
Olivanic Acids and Related Compounds: Total Synthesis of (+/-)-PS-5 and (+/-)-6-Epi PS-5
Bateson, John H.,Hickling, Roger I.,Roberts, Patricia M.,Smale, Terence C.,Southgate, Robert
, p. 1084 - 1085 (2007/10/02)
The trans- and cis-substituted β-lactam isomers of p-nitrobenzyl 3-(2-acetamidoethylthio)-6-ethyl-7-oxo-1-azabicycloheptane-2-carboxylate can be oxidised with iodobenzene dichloride-pyridine under anhydrous conditions to give the 3,4-unsaturated es
