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Synthesis and stereochemical assignment of the C1–C10 fragment of nystatin A1

✍ Scribed by K.C. Nicolaou; Kyo Han Ahn

Publisher
Elsevier Science
Year
1989
Tongue
French
Weight
284 KB
Volume
30
Category
Article
ISSN
0040-4039

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✦ Synopsis

Compound 8 representing fhe Ct-CtO fragment of nystafin At has been synthesized from nystafin Af by degradation and by total synthesis.

Comparison of the two samples revealed the 3R, 5R, 7R stereochemistry for the three nystafin A I centers.

Nystatin At (I)1 is a clinically used polyene macrolide antibiotic of considerable importance.

Despite its widespread use in medicine, however, its stereochemistry remains only partially knownt.

📜 SIMILAR VOLUMES

Stereostructure of nystatin A1: A synthe
Stereostructure of nystatin A1: A synthetic assignment of the C1–C10 fragment
✍ Jacques Prandi; Jean-Marie Beau 📂 Article 📅 1989 🏛 Elsevier Science 🌐 French ⚖ 289 KB

The 3R, SR and 7R cOnfigUrQtiOtI.3 for nystatin A hQV@ been aSSigned through a comparison of synthetic and natural fmgment 3. The key step sf {he synthetic sequence is a nucleophilic oxirane opening by an a-glycosyl copper reagent. We recently reported1 the 3R\*, 5R\* and 7R\* relative configuration