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7-Oxanorbornane and Norbornane Mimics of a Distorted β-D-Mannopyranoside: Synthesis and Evaluation as β-Mannosidase Inhibitors

✍ Scribed by Stephan Buser; Andrea Vasella


Publisher
John Wiley and Sons
Year
2005
Tongue
German
Weight
293 KB
Volume
88
Category
Article
ISSN
0018-019X

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📜 SIMILAR VOLUMES


7-Oxanorbornane and Norbornane Mimics of
✍ Stephan Buser; Andrea Vasella 📂 Article 📅 2005 🏛 John Wiley and Sons 🌐 German ⚖ 293 KB

## Abstract The racemic 7‐oxanorbornanyl and norbornanyl aminoalcohols **3, 4, 42, 45**, and **46** were synthesized and tested as snail __β__‐mannosidase inhibitors. The amino tetraol **3** was obtained from the known sulfonyl acrylate **9** and furan **10**. Esterification provided **11** that un

Norbornane Mimics of Distorted β-D-Gluco
✍ Stephan Buser; Andrea Vasella 📂 Article 📅 2006 🏛 John Wiley and Sons 🌐 German ⚖ 108 KB

## Abstract The racemic __gluco__‐configured norbornanes **4** and **16** were prepared and tested as inhibitors of __β‐__glucosidases. The known alcohol **5** was deprotected to provide the triol **6**. Silylation (→ **7**), monobenzoylation (→ **8**/**9**), and oxidation provided the regioisomeri

Synthesis of C(2)-Substituted manno-Conf
✍ Miroslav Terinek; Andrea Vasella 📂 Article 📅 2003 🏛 John Wiley and Sons 🌐 German ⚖ 392 KB

## Abstract It was shown that retaining __β__‐glucosidases and galactosidases of families 1–3 feature a strong interaction between C(2)OH of the substrate and the catalytic nucleophile. An analogous interaction can hardly take place for retaining __β__‐mannosidases. A structureactivity comparison