Results 121 to 130 of about 910 (153)

A formal synthesis of (±)-thienamycin

J. Chem. Soc., Chem. Commun., 1986
An α-silylethylidene-β-lactam is generated via chlorosulphonyl isocyanate (CSI) addition to a silylated allenyl sulphide and converted into a key intermediate for the synthesis of thienamycin.
John D. Buynak, Jacob Mathew, M. Narayana Rao   +2 more
openaire   +1 more source

Total synthesis of thienamycin analogs. 1. Synthesis of the thienamycin nucleus and dl-decysteaminylthienamycin

Journal of the American Chemical Society, 1978
Ausgehend von dem Azetidinon (I) bzw. dem Oxaazabicyclooctanon (Va) wird das Carbapenem-carboxylat (IVb) bzw. das dl-Descysteaminylthienamycinsalz dl-(VIIIb) synthetisiert.
L. D. Cama, B. G. Christensen
openaire   +1 more source

A comparative in vitro study of thienamycin

Infection, 1982
The in vitro activity of thienamycin was compared to that of other antibiotics against a large panel of bacteria obtained in blood cultures from cancer patients. This compound was the most active against gram-positive cocci and also proved to be extremely active against the gram-negative bacteria.
V, Fainstein, B, LeBlanc, S, Weaver, G P, Bodey   +3 more
openaire   +2 more sources

Total synthesis of thienamycin analogs. II Synthesis of 2-alkyl and 2-aryl thienamycin nuclei

Tetrahedron Letters, 1980
Abstract A new general synthesis leading to 2-alkyl and 2-aryl-1-carba-2-penem-3-carboxylic acids involves the preparation of a key thiolester intermediate 3. This is reacted with Me2CuLi or (C6H5)2MgCuX to give the corresponding methyl or phenyl ketone which undergoes a Wittig reaction to give the desired penems, which can be deblocked ...
L. Cama, B.G. Christensen
openaire   +1 more source

An enantioselective formal synthesis of thienamycin

Tetrahedron Letters
Thienamycin is a carbapenem antibiotic with potent activity against gram-negative and gram-positive bacteria. Due to its promising activity but lack of chemical stability, thienamycin serves as inspiration for new synthetic antibiotic scaffolds. In this study, we report a nine-step enantioselective formal synthesis of thienamycin. Our route utilizes an
Jamie L. Breunig, You-Chen Lin, Joshua G. Pierce   +2 more
openaire   +2 more sources

Preparation and antibacterial activity of .DELTA.1-thienamycin

Journal of Medicinal Chemistry, 1981
delta 1-Thienamycin (2), a double-bond isomer of thienamycin, was prepared by isomerizing N-[[(p-nitrobenzyl)oxy]-carbonyl]thienamycin p-nitrobenzyl ester (5b) with DBU in Me2SO followed by hydrogenolysis of the protecting groups. When evaluated in a disc-diffusion antibacterial assay, delta 1-thienamycin was found to be essentially devoid of activity.
D H, Shih, R W, Ratcliffe
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ChemInform Abstract: Asymmetric Synthesis of (+)‐Thienamycin.

Chemischer Informationsdienst, 1983
AbstractEs wird ein Syntheseweg angegeben für die Umwandlung des Propargyl‐azetidinons (I) zum Thienamycin‐Vorprodukt (II).
M. SHIBASAKI, A. NISHIDA, S. IKEGAMI
openaire   +1 more source

Continuous production of thienamycin in immobilized cell systems

Biotechnology and Bioengineering, 1986
AbstractA novel 2‐L bubble column was used to study the continuous, immobilized cell production of thienamycin. Cells of Streptomyces cattleya were immobilized by culturing them in an appropriate growth medium containing 60/80 mesh celite particles. The dilution rate used during the continuous growth phase was 0.2 h−1.
E J, Arcuri, G, Slaff, R, Greasham
openaire   +2 more sources

ChemInform Abstract: TOTAL SYNTHESIS OF (.+‐.)‐THIENAMYCIN

Chemischer Informationsdienst, 1978
AbstractDas aus 1‐Acetoxy‐butadien mit Chlorsulfonylisocyanat erhaltene Acetidinon (Ia) gibt bei reduktiver Hydrolyse (H2O, K,HPO4, Na,SO3, 0°C) (Ib) (42% Gesamtausb.).
D. B. R. JOHNSTON, S. M. SCHMITT, F. A. BOUFFARD, B. G. CHRISTENSEN   +3 more
openaire   +1 more source

A stereocontrolled, enantiomerically specific total synthesis of thienamycin

Philosophical Transactions of the Royal Society of London. B, Biological Sciences, 1980
A versatile stereocontrolled total synthesis of thienamycin starting from L-aspartic acid is reported. Stereocontrol is achieved by potassium tri- sec -butylborohydride reduction of a thermodynamically formed 3α-acetylazetidinone intermediate.
T N, Salzmann, R W, Ratcliffe, F A, Bouffard, B G, Christensen   +3 more
openaire   +2 more sources