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ChemInform Abstract: Synthesis of 2-Azido-6-amino and 2-Fluoro-6-amino Analogues of 1- Deoxynojirimycin.

โœ Scribed by A. KILONDA; F. COMPERNOLLE; G. J. HOORNAERT

Book ID
112025462
Publisher
John Wiley and Sons
Year
2010
Weight
31 KB
Volume
27
Category
Article
ISSN
0931-7597

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โœ Amuri Kilonda; Frans Compernolle; Koen Peeters; Gert J Joly; Suzanne Toppet; Geo ๐Ÿ“‚ Article ๐Ÿ“… 2000 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 214 KB

1-Amino-1-deoxy-d-glucitol (14) was converted to the N-Boc-2,3;5,6-di-O-isopropylidene derivative 16 which was transformed further into the selectively protected 2,3-O-isopropylidene 6-azido piperidine 3. The synthesis proceeded via a double inversion at C-5 involving internal attack of 4-OH to form