## 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**
Neue β-Lactam-Antibiotika. Über die Darstellung und Decarbonylierung von 3-Formylcephem-Verbindungen. Modifikationen von Antibiotica, 12. Mitteilung [1]
✍ Scribed by Heinrich Peter; Hans Bickel
- Publisher
- John Wiley and Sons
- Year
- 1974
- Tongue
- German
- Weight
- 870 KB
- Volume
- 57
- Category
- Article
- ISSN
- 0018-019X
No coin nor oath required. For personal study only.
✦ Synopsis
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 and 5, as well as of the nucleus 13 is described.
📜 SIMILAR VOLUMES
## 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
## 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.
**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
Vor kurzeml) konnten wir zeigen, dass das Einwirkungsprollukt von Succinylchlorid ttuf Natrium-malonester ( 2 2101) nicht die in der fruheren Literatur diskutierte Struktur eines Cyclo-succinyl-malonesters, d. h. eines Cyc1o-pentan-l73-dion-dicarbons~ure-esters hat, sondern e i n E n o l -l a c t o