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Neue Aspekte in der Applikation von β-Lactam-Antibiotika

✍ Scribed by Langgartner, J. ;Klebl, F. ;Schölmerich, J.


Publisher
Springer
Year
2002
Tongue
German
Weight
106 KB
Volume
39
Category
Article
ISSN
0175-3851

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Neue β-Lactam-Antibiotika. Über die Dars
✍ R. Scartazzini; H. Peter; H. Bickel; K. Heusler; R. B. Woodward 📂 Article 📅 1972 🏛 John Wiley and Sons 🌐 German ⚖ 753 KB

## Abstract ‘7‐aminocephalocillanic acid’ **1**, an intermediate for the preparation of new β‐lactam antibiotics was prepared by transforming the β‐lactam carbinol **2a** to the phosphorane **9a** through several steps. Oxydation of **9a** with DMSO/Ac~2~O led directly to the cyclized ester **11a**

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## Abstract The thiazolidine β‐lactam **3** adds acrolein in a __Michael__ type reaction. The resulting 'carbinolamide **4** is converted to 8‐β‐phenylacetamido‐homoceph‐4‐em‐5‐carboxylic acid (**1**) by previously described methods.

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**New β‐lactam antibiotics. Functionalisation of 3‐hydroxy‐3‐cephem‐4‐carboxylic esters through the __Wittig__ reaction** The 3‐hydroxy‐ceph‐3‐em‐esters **1a, b** reacted smoothly with stabilized phosphor‐ylids to give a series of derivatives which were converted into the microbiologically active a

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## Abstract Benzhydrylic esters of 3‐unsubstituted cephem‐4‐carboxylic acids of types **9** and **10** (__Scheme 2__) are prepared by decarbonylation of esters of 3‐formylcephem compounds of type **2** with tris‐triphenylphosphine‐rhodium chloride. The preparation of the starting materials **2** an

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## Abstract Oxydation of **2** with iodine followed by acylation leads to β‐lactamdisulfides of type **3**. Compounds **3** can be transformed into alcohols **4** by reductive alkylation with ethylenoxide and zinc/acetic acid. Compounds **4** are used as starting materials for the synthesis of N‐ac