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Synthesis and antibacterial activity of (1′R, 5R, 6R)-2-tert-butyl-6-(1′-hydroxyethyl)penem-3-carboxylic acid

✍ Scribed by Hans Rudolf Pfaendler; Claus Medicus

Publisher
Elsevier Science
Year
1997
Tongue
English
Weight
230 KB
Volume
7
Category
Article
ISSN
0960-894X

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✦ Synopsis

As with the oxapenems, the 2-tert-butyl substituents substantially increased the hydrolytic stability of penems. The corresponding penems 1 and 2 were prepared and found to be extremely stable compounds. 2 showed good in vitro activity against gram-positive bacteria.

📜 SIMILAR VOLUMES

(+)-(5R,6S)-2-(1′-Aminoalkyl)-6-(hydroxy
(+)-(5R,6S)-2-(1′-Aminoalkyl)-6-(hydroxyalkyl)penem-3-carboxylic Acids
✍ Marc Lang; Ernst Hungerbühler; Peter Schneider; Riccardo Scartazzini; Werner Tos 📂 Article 📅 1986 🏛 John Wiley and Sons 🌐 German ⚖ 220 KB

In continuation of our work on penem antibiotics, novel chiral (5R,6S)-2-(1'-aminoalkyl)-6-(hydroxyalkyl)derivatives 1 have been synthesized by two essentially different strategies. Whereas the starting materials for la-f, azetidinones 2 and 5, were obtained from chiral building blocks (6-aminopenic

Asymmetric synthesis of (2R,5R)-2,5-diam
Asymmetric synthesis of (2R,5R)-2,5-diaminohexan-1,6-dioic acid
✍ Steven D Bull; Alexander N Chernega; Stephen G Davies; William O Moss; Richard M 📂 Article 📅 1998 🏛 Elsevier Science 🌐 French ⚖ 528 KB

Sch611kopf's auxiliary 16 was added to bis-lactim iodide 21 to give 1,2-bis[(3S,6R)-3,6dihydro-2,5-dimethoxy-3-isopropylpyrazin-6-yl]ethane 22 in 50% d,e. Dimer 22 was separated from its diastereoisomer 23 and deprotected using 6M HCI to afford homochiral (2R,5R)-2,5-diaminohexan-1,6dioic acid 24.