## 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
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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## 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
## 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 structureactivity comparison